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    • 专利摘要:
    abstract a synergistic herbicidal composition containing (a) a compound of formula (i): or an agriculturally acceptable salt or ester thereof and (b) vlcfa and fatty acid / lipid synthesis inhibiting herbicides, including but not limited to, acetochlor, alachlor, anilophos , benfuresate, cafenstrole, dimethenamid-p, phenoxasulfone, fentrazamide, indanofan, flufenacet, mefenacet, s-metolachlor, molinate, pethoxamid, pretylachlor, prosulfocarb, pyroxasulfone, thenylchlor and thiobencarb, or to provide synergistic salt vegetation in direct-seeded, water-seeded and transplanted rice, cereals, wheat, barley, oats, rye, sorghum, corn or maize, sugarcane, sunflower, oilseed rape, canola, sugar beet, soybean, cotton, pineapple, pastures, grasslands , rangelands, fallowland, turf, tree and vine orchards, aquatics, plantation crops, vegetables, industrial vegetation management (ivm) or rights-of-way (row).
    公开号:BR102013018473B1
    申请号:R102013018473-0
    申请日:2013-07-19
    公开日:2019-06-18
    发明作者:Carla Yerkes；Richard Mann；Ikuo Shiraishi；Shingo Yanagiyama；Norbert Satchivi
    申请人:Dow Agrosciences Llc；
    IPC主号:
    专利说明:

    Invention Patent Descriptive Report for HERBICIDAL COMPOSITIONS UNDERSTANDING 4-AMINO-3-CHLORINE-5-FLUORIC 6- (4-CHLORINE-2-FLUORO-3-METOXYPHYLIC ACID) PYRIDINE-2-CARBOXYLIC OR A DERIVATIVE FROM THE SAME AND INHIBITION VLCFA SYNTHESIS AND FATTY ACID / LIPID SYNTHESIS, AND UNDESIRABLE VEGETATION CONTROL METHOD.
    Priority Claim [001] The present patent application claims the benefit of provisional patent application number 61 / 675,105, filed on July 24, 2012, and patent application serial number US 13 / 840,306, filed on March 15 2013, the description of each of which is incorporated herein by reference in its entirety. Field [002] Herbicidal compositions are provided here comprising (a) 4-amino-3-chloro-5-fluorine-6- (4-chloro-2-fluor-3methoxyphenyl) pyridine-2-carboxylic acid or an agriculturally acceptable ester or salt thereof and (b) very long chain fatty acid synthesis inhibiting herbicides (VLCFA) and fatty acid / lipid synthesis inhibiting herbicides.
    [003] Methods of controlling undesirable vegetation are also provided here comprising (a) 4-amino-3-chloro-5-fluoro-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2- carboxylic or an agriculturally acceptable ester or salt thereof and (b) inhibiting herbicides for the synthesis of VLCFA and fatty acid / lipid.
    Background [004] The protection of crops from weeds and other vegetation that inhibit crop growth is a problem of constant recurrence in agriculture. To help combat this problem, researchers in the field of synthetic chemistry have produced a variety
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    2/163 extensive range of chemicals and chemical formulations effective in controlling such unwanted growth. Chemical herbicides of many types have been described in the literature, and a large number are in commercial use. However, there remains a need for compositions and methods that are effective in controlling undesirable vegetation.
    Summary [005] Several modalities are listed below. In the embodiments, the ratio of compound (a) to compound (b) can be expressed in terms of weight to weight (g to g), gae / ha to gae / ha, gae / ha to gai / ha or gai / ha to gai / ha.
    1. A synergistic herbicidal composition comprising a herbicidally effective amount of (a) a compound of Formula (I)
    or an agriculturally acceptable salt or ester thereof and (b) inhibiting herbicides for the synthesis of VLCFA or fatty acid / lipid.
    2. The composition of modality 1, wherein (a) is a C1-4 alkyl or benzyl ester of compound (I).
    3. The composition of mode 2, wherein (a) is a benzyl ester of compound (I).
    4. The composition of modality 1, where (a) is the compound of Formula (I) which is carboxylic acid.
    5. The composition of any of modalities 1-4, in which (b) is acetochlor, alachlor, anilophos, benfuresate, cafenstrol, dimethenamide-P, phenoxysulfone, fentrazamide, indanophane, flufenacet, me
    Petition 870180158421, of 12/04/2018, p. 8/178
    3/163 phenacet, s-metolachlor, molinate, petoxamide, pretilachlor, prosulfocarb, pyroxsulfone, tenilchlor or thiobencarb, or an agriculturally acceptable salt.
    6. The composition of modality 1, where (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is acetochlor or acetochlor + diclormide.
    7. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is alachlor.
    8. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is anilophos.
    9. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is benfuresate.
    10. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is cafenstrol.
    11. The composition of modality 1, in which (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is dimethenamide-P.
    12. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is phenoxysulfone.
    13. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is fentrazamide.
    14. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) indanophane.
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    15. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is flufenacet.
    16. The composition of modality 1, in which (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is mefenacet.
    17. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is s-metolachlor.
    18. The composition of modality 1, in which (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is molinate.
    19. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is petoxamide.
    20. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is pretylachlor.
    21. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is prosulfocarb.
    22. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is pyroxsulfone.
    23. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is tenilchlor.
    24. The composition of modality 1, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is thiobencarb.
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    25. The composition of any one of embodiments 1-24, which also comprises a herbicidal decontaminant.
    26. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to acetochlor or agriculturally acceptable salt or ester is from about 1: 1680 to about 6 :1.
    27. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to alachlor or agriculturally acceptable salt or ester is from about 1: 3350 to about 2 :1.
    28. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to anilophos or agriculturally acceptable salt or ester is from about 1: 250 to about 6 :1.
    29. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to benfuresate or agriculturally acceptable salt or ester is from about 1: 300 to about 6 :1.
    30. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to cafenstrol or agriculturally acceptable salt or ester is from about 1: 150 to about 12 :1.
    the composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to dimethenamide-P or agriculturally acceptable salt or ester is from about 1: 850 to about 1 :1.
    32. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to phenoxysulfone or agriculturally acceptable salt or ester is from about 1: 250 to about 6 :1.
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    33. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to fentrazamide or agriculturally acceptable salt or ester is from about 1: 150 to about 19 :1.
    34. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to indanophane or agriculturally acceptable salt or ester is from about 1: 150 to about 12 :1.
    35. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to flufenacet or agriculturally acceptable salt or ester is from about 1: 625 to about 12 :1.
    36. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to mefenacet or agriculturally acceptable salt or ester is from about 1: 800 to about 1 :1.
    37. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to s-metolachlor or agriculturally acceptable salt or ester is from about 1: 1500 to about of 4: 1.
    38. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to molinate or agriculturally acceptable salt or ester is from about 1: 2780 to about 1 :1.
    39. The composition of embodiment 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to petoxamide or agriculturally acceptable salt or ester is from about 1: 625 to about 1 , 5: 1.
    40. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or
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    7/163 ester thereof for pretilachlor or agriculturally acceptable salt or ester is from about 1: 375 to about 8: 1.
    41. The composition of embodiment 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to prosulfocarb or agriculturally acceptable salt or ester is from about 1: 2000 to about 1 : 1.5.
    42. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to pyroxsulfone or agriculturally acceptable salt or ester is from about 1: 200 to about 12 :1.
    43. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to tenilchlor or agriculturally acceptable salt or ester is from about 1: 375 to about 4 :1.
    44. The composition of modality 5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to thiobencarb or agriculturally acceptable salt or ester is from about 1: 2250 to about 1 :2.
    45. The composition of any of modalities 1-44, which also comprise an agriculturally acceptable adjuvant or vehicle.
    46. The composition of any of modalities 1-44, which is synergistic as determined by Colby's equation.
    47. A method of controlling undesirable vegetation, which comprises contacting the vegetation or its location with or applying to the soil or water to prevent the emergence or growth of vegetation, the composition of any of the modalities 1-46.
    48. A method of controlling undesirable vegetation, which comprises contacting the vegetation or its location with or applying to soil or water to prevent the emergence or growth of the vegetation
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    8/163 tation, a herbicidally effective amount of (a) a compound of Formula (I)
    or an agriculturally acceptable salt or ester thereof and (b) a VLCFA or fatty acid / lipid synthesis inhibiting herbicide.
    49. The 47 or 48 method, in which the method is practiced on at least one member of the group consisting of direct sown rice, sown in water and transplanted, cereals, wheat, barley, oats, rye, sorghum, maize ( corn) / maize (maize), sugar cane, sunflower, oilseed rape, canola, beet, soy, cotton, pineapple, pastures, lawns, grazing land, fallow land, grass, tree and vine orchards, aquatic, plantation crops, vegetables, industrial vegetation management (IVM) or easements (ROW).
    50. The 47 or 48 method, in which the undesirable vegetation is immature.
    51. Method 47 or 48, in which (a) and (b) water is applied.
    52. Method 51, where water is part of a flooded rice crop.
    53. The 47 or 48 method, in which (a) and (b) are applied pre-emergence to the weed or the crop.
    54. The 47 or 48 modality method, where (a) and (b) are applied post-emergence to weed or crop.
    55. The method of any of the modalities 47 or 48,
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    9/163 where undesirable vegetation is controlled in glyphosate-tolerant crops, 5-enolpyruvylchiquimate-3-phosphate synthase (EPSP) inhibitor, glyphosinate, glutamine synthetase inhibitor, dicamba, phenoxy auxin, pyridyloxy auxin, synthetic auxin, inhibitor auxin transport, aryloxyphenoxypropionate, cyclohexanedione, phenylpyrazoline, acetyl CoA carboxylase inhibitor (ACCase), imidazolinones, sulfonylurea, pyrimidinylthiobenzoate, triazolopyrimidine, sulfonylaminocarbonyltriazolinone, acetylhydride (4) -hydroxyphenyl-pyruvate dioxigenase (HPPD), phytoene desaturase inhibitor, carotenoid biosynthesis inhibitor, protoporphyrinogen oxidase (PPO) inhibitor, cellulose biosynthesis inhibitor, mitosis inhibitor, microtubule inhibitor, very long chain fatty acid inhibitor , inhibitor of fatty acid and lipid biosynthesis, photosystem I inhibitor, photo inhibitor system II, triazine or bromoxynil.
    56. The method of modality 53, in which the tolerant crop has multiple or overlapping characteristics that confer tolerance to multiple herbicides or multiple modes of action.
    57. The 47 or 48 method, in which undesirable vegetation comprises a herbicide-resistant or tolerant weed.
    58. The method of modality 57, in which the resistant or tolerant weed is a biotype with resistance or tolerance to multiple herbicides, multiple chemical classes, mode of action of multiple herbicide or by multiple resistance mechanisms.
    59. Method 58, in which the resistant or tolerant weed is a biotype resistant or tolerant to acetolactate synthase (ALS) or acetohydroxy acid synthase (AHAS) inhibitors, photosystem II inhibitors, acetyl CoA carboxylase inhibitors ( ACCase), synthetic auxins, auxin transport inhibitors, inhibitors
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    10/163 photosystem I, 5-enolpyruvylchiquimate-3-phosphate (EPSP) synthase inhibitors, microtubule assembly inhibitors, fatty acid and lipid synthesis inhibitors, protoporphyrinogen oxidase (PPO) inhibitors, carotenoid biosynthesis inhibitors, very long chain fatty acid synthesis inhibitors (VLCFA), phytene desaturase (PDS) inhibitors, glutamine synthetase inhibitors, 4-hydroxyphenyl-pyruvate-dioxigenase (HPPD) inhibitors, mitosis inhibitors, cellulose biosynthesis inhibitors, herbicides with multiple modes of action, quinclorac, arylaminopropionic acids, difenzoquate, endothal or organoarsenical.
    60. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is acetochlor or acetochlor + diclormide.
    61. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is alachlor.
    62. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is anilophos.
    63. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is benfuresate.
    64. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is cafenstrol.
    65. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is dimethenamide-P.
    66. The composition of any of modalities 1-5, in which (a) is the compound of Formula (I) or an benzyl agricultural esterPetition 870180158421, of 12/04/2018, p. 16/178
    11/163 acceptable and (b) is phenoxysulfone.
    67. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is fentrazamide.
    68. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) indanophane.
    69. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is flufenacet.
    70. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is mefenacet.
    70. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is s-metolachlor.
    72. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is molinate.
    73. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is petoxamide.
    74. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is pretylachlor.
    75. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is prosulfocarb.
    76. The composition of any of modalities 1-5, in which (a) is the compound of Formula (I) or a benzyl agricultural esterPetition 870180158421, of 12/04/2018, p. 17/178
    12/163 is acceptable and (b) is pyroxsulfone.
    77. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is tenilchlor.
    78. The composition of any one of embodiments 1-5, wherein (a) is the compound of Formula (I) or an agriculturally acceptable benzyl ester and (b) is thiobencarb.
    79. The composition of any one of embodiments 1-48 or 60-78, which also comprises a herbicidal decontaminant.
    80. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to acetochlor or agriculturally acceptable salt or ester is from about 1: 1680 to about 6: 1.
    81. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to alachlor or agriculturally acceptable salt or ester is from about 1: 3350 to about 2: 1.
    82. The composition of any of the modalities 15wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to anilophos or agriculturally acceptable salt or ester is from about 1: 250 to about 6 :1.
    83. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to benfuresate or agriculturally acceptable salt or ester is from about 1: 300 to about 6: 1.
    84. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to cafenstrol or agriculturally acceptable salt or ester is from about 1: 150 to about 12: 1.
    85. The composition of any of modalities 1-5,
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    13/163 wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to dimethenamide-P or agriculturally acceptable salt or ester is from about 1: 850 to about 1: 1.
    86. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to phenoxysulfone or agriculturally acceptable salt or ester is from about 1: 250 to about 6: 1.
    87. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to fentrazamide or agriculturally acceptable salt or ester is from about 1: 150 to about 19: 1.
    88. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to indanophane or agriculturally acceptable salt or ester is from about 1: 150 to about 12: 1.
    89. The composition of any of modalities 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to flufenacet or agriculturally acceptable salt or ester is from about 1: 625 to about 12: 1.
    90. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to mefenacet or agriculturally acceptable salt or ester is from about 1: 800 to about 1: 1.
    91. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to s-metolachlor or agriculturally acceptable salt or ester is from about 1: 1500 to about 4: 1.
    92. The composition of any of modalities 1-5,
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    14/163 wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to molinate or agriculturally acceptable salt or ester is from about 1: 2780 to about 1: 1.
    93. The composition of any of modalities 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to petoxamide or agriculturally acceptable salt or ester is from about 1: 625 to about 1.5: 1.
    94. The composition of any of modalities 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to pretilachlor or agriculturally acceptable salt or ester is from about 1: 375 to about 8: 1.
    95. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to prosulfocarb or agriculturally acceptable salt or ester is from about 1: 2000 to about 1: 1.5.
    96. The composition of any of embodiments 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to pyroxsulfone or agriculturally acceptable salt or ester is from about 1: 200 to about 12: 1.
    97. The composition of any of modalities 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to tenilchlor or agriculturally acceptable salt or ester is from about 1: 375 to about 4: 1.
    98. The composition of any of modalities 1-5, wherein the weight ratio of the compound of Formula (I) or agriculturally acceptable salt or ester thereof to thiobencarb or agriculturally acceptable salt or ester is from about 1: 2250 to about 1: 2.
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    99. The composition of any of modalities 1-48 or 60-98, which also comprise an agriculturally acceptable adjuvant or vehicle.
    100. The composition of any of modalities 1-48 or 60-99, which is synergistic as determined by Colby's equation.
    Herbicidal compositions are provided herein which comprise a herbicidally effective amount of (a) a compound of Formula (I)
    or an agriculturally acceptable salt or ester thereof, and (b) inhibiting VLCFA and fatty acid / lipid synthesis herbicides. Exemplary inhibiting herbicides include, but are not limited to, acetochlor, alachlor, anilophos, benfuresate, cafenstrol, dimethenamide-P, phenoxysulfone, fentrazamide, indanophane, flufenacete, mefenacet, smetolachlor, molinate, petoxamide, piroxyclone, piroxyl, hydrochloride, pretreated, and thiobencarb, or acceptable salts and esters thereof. The compositions can likewise contain an agriculturally acceptable adjuvant or vehicle.
    [006] Here are also provided methods of controlling undesirable vegetation comprising applying (a) a compound of Formula (I) or an agriculturally acceptable ester or salt thereof and (b) inhibiting herbicides for the synthesis of VLCFA and acid fat / lipid. Detailed Description
    DEFINITIONS [007] When used here, the compound of Formula (I) has the SePetition 870180158421, of 12/04/2018, p. 21/178
    16/163 following structure:
    4-amino-3-chloro-6- (4-chloro-2-fluoro-3-methoxyphenyl) -5-fluoro-pyridine-2-carboxylic acid and has been described in US Patent 7,314,849 (B2), which is incorporated herein by reference in its entirety. Exemplary uses of the Formula (I) compound include controlling undesirable vegetation, including grass weeds, broadleaf and cyperaceous, in multiple crop and non-crop situations.
    Exemplary VLCFA and fatty acid / lipid synthesis inhibiting herbicides include the chemical classes of acetamides, chloroacetamides, oxyacetamides, tetrazolinones, benzofurans, thiocarbamates and phosphorodithioates. Without being limited by any theory, its herbicidal activity is attributed to inhibition of very long chain fatty acid synthesis (VLCFA, fatty acids, for example,> C18) or fatty acid / lipid synthesis. Exemplary VLCFA and fatty acid / lipid synthesis inhibiting herbicides include, but are not limited to, acetochlor, alachlor, anilophos, butachlor, benfuresate, cafenstrol, dimethenamide-P, phenoxysulfone, fentrazamide, indanophane, flufenacet, mefenacet, s-fenaclor, s , molinate, petoxamide, pretilachlor, prosulfocarb, pyroxassulfone, tenilchlor and thiobencarb, or salts thereof.
    [0010] When used here, acetochlor is 2-chloro-N- (ethoxymethyl) -N- (2ethyl-6-methylphenyl) acetamide and has the following structure:
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    [0011] Its herbicidal activity is exemplified in Tomlin, C., ed. A World Compendium The Pesticide Manual. 15th ed. Alton: BCPC Publications, 2009 (hereafter The Pesticide Manual, Fifteenth Edition, 2009.). Exemplary uses of acetochlor include its use for pre-emergence or pre-planting of grasses, certain broad-leaved weeds and yellow walnut buds, for example, in corn, soybeans, peanuts, cotton, potatoes and cane sugar.
    [0012] When used here, alachlor is 2-chloro-N- (2,6-diethylphenyl) -N (methoxymethyl) acetamide and has the following structure:
    [0013] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of alachlor include its use for pre-emergence control of annual grasses and many broadleaf weeds, for example, in cotton, brassica , corn, oilseed rape, peanuts, radish, soybeans and sugar cane.
    [0014] When used here, anilophos is S- [2 - [(4-chlorophenyl) (1-methylethyl) amino] -2-oxoethyl] O, O-dimethyl phosphorodithioate and has the following structure:
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    [0015] Its herbicidal activity is described in Journal of Applied Toxicology 2007, 27, 255-261. Exemplary uses of anilofos include, for example, its use to control annual grassy weeds and ciperaceae, for example, in transplanted rice.
    [0016] When used here, benfuresate is 2,3-dihydro-3,3-dimethyl5-benzofuranyl ethanesulfonate and has the following structure:
    [0017] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of benfuresate include its use for post-emergence control of grass and broadleaf weeds, for example, in irrigated rice, fruit, beans, corn, sugar cane and perennial crops.
    [0018] When used here, butachlor is N- (butoxymethyl) -2-chloro-N (2,6-diethylphenyl) acetamide and has the following structure:
    [0019] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of butachlor include its use for pre-emergence control of annual grams and
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    19/163 certain broad-leaved weeds, for example, in rice, also seeded and transplanted.
    [0020] When used herein, cafenstrol is M, M-diethyl-3 - [(2,4,6-trimethylphenyl) sulfonyl] -1H-1,2,4-triazole-1-carboxamide and has the following structure:
    [0021] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of cafenstrol include its use for pre- and post-emergence control of Echinochloa oryzicola, Cyperus difformis and other weeds, for example, in irrigated rice.
    [0022] When used herein, dimethenamide is (RS) -2-chloroW- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1-methylethyl) acetamide and has the following structure:
    [0023] The S-isomer, i.e. (S) 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1-methylethyl) acetamide was likewise used as an herbicide. The herbicidal activity for dimethenamide is exemplified in Tomlin, C., ed. A World Compendium The Pesticide Manual. 15th ed. Alton: BCPC Publications, 2009 (hereafter The Pesticide Manual, Fifteenth Edition, 2009.). Exemplary uses of dimethenamide include its use for pre- and early post-emergence control of annual grass and broadleaf weeds, for example, in corn, soybeans, beets, potatoes, dried beans and other crops.
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    20/163 [0024] When used herein, phenoxysulfone is 3 - [(2,5-dichoro-4ethoxybenzyl) sulfonyl] -4,5-dihydro-5,5-dimethyl-1,2-oxazole and has the following structure:
    Cl o-ch 2 -ch 3 [0025] Exemplary uses of phenoxysulfone include its use in rice for grass control, annual broadleaf weeds, and needle spike rush.
    [0026] When used herein, fentrazamide is 4- (2-chlorophenyl) -N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamide and has the following structure:
    [0027] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of fentrazamide include its use for grass control (Echinochloa spp.) And annual ciperaceae, pre-emergence of weed, for example, in rice.
    [0028] When used here, flufenacet is N- (4-fluorophenyl) -N- (1methylethyl) -2 - [[5- (trifluoromethyl) -1,3,4-thiadiazol-2-yl] oxy] acetamide and presents the following structure:
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    [0029] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of flufenacet include its use for broad spectrum grass control and broadleaf weed control.
    [0030] When used here, indanophane is (RS) -2 - [[2- (3chlorophenyl) oxiranyl] methyl] -2-ethyl-1H-indeno-1,3 (2H) -dione and has the following structure:
    [0031] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of indanophane include its use for weed control in pre-emergence and post-emergence, for example, in transplanted rice, and control of pre-emergence weed in grass.
    [0032] When used here, mefenacet is 2- (2-benzothiazolyloxy) -Mmethyl-M-phenylacetamide and has the following structure:
    [0033] Its herbicidal activity is exemplified in The Pesticide
    Manual, Fifteenth Edition, 2009. Exemplary uses of mefenacet include its use for pre-emergence and post-emergence control
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    22/163 early weeds of grass, for example, in transplanted rice.
    [0034] When used herein, S-metolachlor is a mixture of 2-chloroN- (2-ethyl-6-methylphenyl) -M - [(1 S) -2-methoxy-1-methylethyl] acetamide and 2-chloroM- (2-ethyl-6-methylphenyl) -M - [(1R) -2-methoxy-1-methylethyl] acetamide, wherein the mixture contains predominantly S isomer, for example, 80100%. Metolachlor has the following formula:
    [0035] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of Smetolachlor include its use to control annual grasses and broadleaf weeds, for example, in corn, sorghum, cotton, beet, fodder beet, sugar cane, potatoes, peanuts, soybeans, saffron, sunflowers, various vegetables, fruit and chestnut trees and woody ornamental plants.
    [0036] When used here, molinate is S-ethyl hexahydro-1H-azepine-
    1-carbothioate and has the following structure:
    [0037] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of molinate include its use to control the germination of broadleaf weeds and grass, for example, in rice.
    [0038] When used herein, petoxamide is 2-Chloro-N- (2-ethoxyethyl) -N (2-methyl-1-phenyl-1-propen-1-yl) acetamide and has the following structure:
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    23/163
    [0039] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of petoxamide include its use for pre-emergence and early post-emergence control of Echinochloa, Digitaria, Setaria, Amaranthus and Chenopodium spp., and other monocotyledonous and broad-leaved annual weeds, for example, in maize (corn) / maize (maize), oilseed rape and soybeans.
    [0040] When used herein, pretilachlor is 2-chloro- / V- (2,6-diethylphenyl) / V- (2-propoxyethyl) acetamide and has the following structure:
    [0041] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of pretilachlor include its use to control annual grasses, broadleaf weeds and ciperaceae, for example, in transplanted and seed rice.
    [0042] When used here, prosulfocarb is S- (phenylmethyl) dipropylcarbamothioate and has the following structure:
    CH 3 [0043] Its herbicidal activity is exemplified in The Pesticide
    Manual, Fifteenth Edition, 2009. Exemplary uses of prosulfo
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    24/163 carb includes its use for pre- and early post-emergence control of broadleaf grass and weeds, for example, in winter wheat, winter barley and rice.
    [0044] When used herein, pyroxsulfone is 3 - [[[5- (difluoromethoxy) 1-methyl-3- (trifluoromethyl) -1H-pyrazol-4-yl] methyl] sulfonyl] -4,5-dihydro- 5,5 dimethylisoxazole and has the following structure:
    [0045] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Pyroxsulfone provides, for example, pre-emergence control of annual grasses and some broadleaf weeds in corn, soybeans, wheat and other crops.
    [0046] When used here, tenylchlor is 2-chloro-N- (2,6-dimethylphenyl) N - [(3-methoxy-2-thienyl) methyl] acetamide and has the following structure:
    [0047] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of tenilchlor include its use for pre-emergence control of annual grass and broadleaf weeds, for example, in irrigated rice.
    [0048] When used here, thiobencarb is S - [(4-chlorophenyl) methyl] N, Ndiethylcarbamothioate and has the following structure:
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    25/163
    [0049] Its herbicidal activity is exemplified in The Pesticide Manual, Fifteenth Edition, 2009. Exemplary uses of thiobencarb include its use for pre-emergence and early post-emergence control of Echinochloa, Leptochloa and Cyperus spp., And other weeds monocotyledons and annual broadleaf, for example, in direct sown and transplanted rice.
    [0050] When used here, herbicide means a compound, for example, an active ingredient that kills, controls or otherwise adversely modifies the growth of plants.
    [0051] When used here, an herbicidally effective or vegetation control amount is an amount of active ingredient that causes an adversely modifying effect on vegetation, for example, causing deviations from natural development, death, effector regulation, causing desiccation, causing delay , and the like.
    [0052] When used here, controlling undesirable vegetation means preventing, reducing, killing or otherwise adversely modifying the development of plants and vegetation. Methods of controlling undesirable vegetation by applying certain herbicidal compositions or combinations are described herein. Application methods include, but are not limited to, applications to vegetation or location, for example, application to the area adjacent to vegetation, as well as applications in pre-emergence, post-emergence, foliar (diffusion, direct, association, spot, mechanical, on top or rescue) and in water (immersed and submerged vegetation, diffusion, spot, mechanics, injected in water, granular diffusion, granular spot, agitator flask, or flow spray) methods of manual, costal, machine application , tractor or aerial (plane and helicopter).
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    26/163 [0053] When used here, plants and vegetation include, but are not limited to, germinating seeds, seedlings of emergence, plants that emerge from vegetative propagules, immature vegetation and established vegetation.
    [0054] When used herein, agriculturally acceptable salts and esters refer to salts and esters that exhibit herbicidal activity, or that are or can be converted into plants, water, or soil to the referenced herbicide. Exemplary agriculturally acceptable esters are those that, are or can be hydrolyzed, oxidized, metabolized, or otherwise converted, for example, in plants, water, or soil, to the corresponding carboxylic acid which, depending on the pH, may be in dissociated form or not dissociated.
    [0055] Exemplary salts include those derived from alkali or alkaline earth metals and those derived from ammonia and amines. Exemplary cations include sodium, potassium, magnesium and ammonium cations of the Formula:
    R 1 R 2 R 3 R 4 N + where R 1 , R 2 , R 3 and R 4 each independently represents hydrogen or C1-C12 alkyl, C3-C12 alkenyl or C3-C12 alkynyl, each of which is optionally substituted by one or more hydroxy groups, C1-C4 alkoxy, C1-C4 alkylthio or phenyl, provided that R 1 , R 2 , R 3 and R 4 are sterically compatible. In addition, any two of R 1 , R 2 , R 3 and R 4 together may represent an aliphatic dysfunctional portion containing one to twelve carbon atoms and up to two oxygen or sulfur atoms. Salts can be prepared by treatment with a metal hydroxide, such as sodium hydroxide, with an amine, such as ammonia, trimethylamine, diethanolamine, 2-methylthiopropylamine, bisalylamine, 2-butoxyethylamine, morpholine, cyclododecylamine or benzylamine, or with a tetraalkylammonium hydroxide , such as tetramethylammonium hydroxide or choline hydroxide.
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    27/163 [0056] Exemplary esters include those derived from alkyl alcohols substituted by C1-C12 alkyl, C3-C12 alkenyl, C3-C12 alkynyl or C7-C10 aryl, such as methyl alcohol, isopropyl alcohol, 1-butanol, 2-ethylexanol , butoxyethanol, methoxypropanol, allyl alcohol, propargyl alcohol, cyclohexanol or benzyl alcohols not substituted or substituted. Benzyl alcohols can be substituted with 1-3 substituents independently selected from halogen, C1-C4 alkyl or C1-C4 alkoxy. Esters can be prepared by coupling the acids with the alcohol using any number of suitable activating agents such as those used for peptide couplings, such as dicyclohexylcarbodiimide (DCC) or carbonyl diimidazole (CDI); by reacting the acids with alkylating agents such as alkylalides or alkylsulfonates in the presence of a base, such as triethylamine or lithium carbonate; by reacting the corresponding acid chloride of an acid with an appropriate alcohol; by reacting the corresponding acid with an appropriate alcohol in the presence of an acid catalyst or by transesterification.
    COMPOSITIONS AND METHODS [0057] Herbicidal compositions are provided herein that comprise a herbicidally effective amount of (a) a compound of Formula (I)
    or an agriculturally acceptable salt or ester thereof, and (b) inhibiting VLCFA and fatty acid / lipid synthesis herbicides. In some embodiments, the VLCFA or fatty acid / lipid synthesis inhibiting herbicide is acetochlor, alachlor, anilophos, butachlor,
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    28/163 benfuresate, cafenstrol, dimethenamide, phenoxysulfone, fentrazamide, indanophane, flufenacet, mefenacet, s-metolachlor, molinate, petoxamide, pretilachlor, prosulfocarb, pyroxassulfone, tenilchlor and thiobencarb, or a salt thereof.
    [0058] Here are also provided methods of controlling undesirable vegetation comprising contacting the vegetation or the location thereof, that is, the area adjacent to the vegetation with or applying to soil or water to prevent the emergence or growth of vegetation, an herbicidally effective amount of the compound of Formula (I) or ester salt thereof and (b) inhibiting herbicides for the synthesis of VLCFA or fatty acid / lipid. In certain embodiments, the methods employ the compositions described herein.
    [0059] In addition, in some embodiments, the combination of compound (I) or agriculturally acceptable salt or ester thereof and inhibiting the synthesis of VLCFA or fatty acid / lipid synthesis, or an agriculturally acceptable salt or ester thereof, exhibits synergism, for example, the herbicidal active ingredients are more effective in combination than when applied individually. Synergism was defined as an interaction of two or more factors, such that the effect when combined is greater than the effect predicted based on the response of each factor applied separately. Senseman, S., ed. Herbicide Handbook. 9th ed. Lawrence: Weed Science Society of America, 2007. In certain embodiments, the compositions exhibit synergy as determined by Colby's equation. Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.
    [0060] In certain embodiments of the compositions and methods described herein, the compound of Formula (I), that is, carboxylic acid, is employed. In certain embodiments, a carboxylate salt of the compound of Formula (I) is employed. In certain embodiments, an aralkyl or
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    29/163 alkyl ester is used. In certain embodiments, a benzyl, substituted benzyl or C1-4 alkyl, for example, n-butyl ester is employed. In certain embodiments, the benzyl ester is used.
    [0061] In some embodiments, the compound of Formula (I) or salt or ester thereof and acetochlor, alachlor, anilophos, butachlor, benfuresate, cafenstrol, dimethenamide, phenoxysulfone, fentrazamide, indanophane, flufenacet, mefenacet, s-metolachlor, molinate , petoxamide, pretilachlor, prosulfocarb, pyroxassulfone, tenilchlor and thiobencarb, or an agriculturally acceptable salt thereof are formulated in a composition, mixed in the tank, applied simultaneously, or applied sequentially.
    [0062] Herbicidal activity is exhibited by the compounds when they are directly applied to the plant or to the location of the plant at any stage of growth. The observed effect depends on the plant species to be controlled, the plant's growth stage, the application parameters of dilution and spray drop size, the particle size of solid components, the environmental conditions at the time of use, the compound specific used, the specific adjuvants and vehicles used, the type of soil, and the like, as well as the amount of chemical substance applied. These and other factors can be adjusted to promote non-selective or selective herbicidal action. In some embodiments, the compositions described here are applied as a post-emergence application, pre-emergence application or in water application for flooded irrigated rice or water deposits (eg tanks, lakes and streams), relatively immature undesirable vegetation for get maximum weed control.
    [0063] In some embodiments, the compositions and methods provided herein are used to control weeds in crops, including but not limited to, direct sown rice, sown in
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    30/163 water and transplanted, cereals, wheat, barley, oats, rye, sorghum, corn (maize) / maize (maize), sugar cane, sunflower, oilseed rape, canola, beet, soy, cotton, pineapple, pastures, lawns, grazing land, fallow land, grass, tree and vine orchards, aquatic, plantation crops, vegetables, industrial vegetation management (IVM) and easements (ROW).
    [0064] In certain embodiments, the compositions and methods provided here are used to control weeds in rice. In certain modalities, rice is no-till rice, sown in water or transplanted.
    [0065] The compositions and methods described herein can be used to control undesirable vegetation in glyphosate-tolerant crops, tolerant to 5-enolpyruvylchiquimate-3-phosphate (EPSP) synthase, tolerant to glyphosinate, tolerant to glutamine synthase inhibitors, tolerant to dicamba, tolerant to phenoxy auxins, tolerant to pyridyloxy auxins, tolerant to auxin, tolerant to auxin transport inhibitor, tolerant to aryloxyphenoxypropionate, tolerant to cyclohexanediones, tolerant to phenylpyrazoline, tolerant to acetyl CoA carboxylase inhibitor (ACCase) , tolerant to imidazolinone, tolerant to sulfonylurea, tolerant to pyrimidinylthiobenzoate, tolerant to triazolopyrimidine, tolerant to sulfonylaminocarbonyltriazolinone, tolerant to acetolactate synthase (ALS) inhibitor or acetohydroxy acid synthase (AHAS) and tolerant to hydroxyhydrate ), tolerant to the phytoene inhibitor saturase, tolerant to carotenoid biosynthesis inhibitor, tolerant to protoporphyrinogen oxidase inhibitor (PPO), tolerant to cellulose biosynthesis inhibitor, tolerant to mitosis inhibitor, tolerant to microtubule inhibitor, tolerant to very long chain fatty acid inhibitor , tolerant to fatty acid and lipid biosynthesis inhibitor, tolerant to photosystem I inhibitor, tolerant to
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    31/163 photosystem II, tolerant to triazine and tolerant to bromoxynil (such as, but not limited to, soy, cotton, canola / oilseed rape, rice, cereals, corn, sorghum, sunflower, beet, sugar cane, grass , etc.), for example, together with glyphosate, EPSP synthase inhibitors, glyphosinate, glutamine synthase inhibitors, dicamba, phenoxy auxins, pyridyloxy auxins, synthetic auxins, auxin transport inhibitors, aryloxyphenoxypropionates, cyclohexanediones, phenylpyrazolines, inhibitors ACCase, imidazolinones, sulfonylureas, pyrimidinylthiobenzoates, triazolopyrimidines, sulfonylaminocarbonyltriazolinones, ALS or AHAS inhibitors, HPPD inhibitors, phytene desaturase inhibitors, carotenoid biosynthesis inhibitors, PPO inhibitors, cellulose inhibitors, PPO inhibitors, PPO inhibitors microtubule, very long chain fatty acid inhibitors, fatty acid and lipid biosynthesis inhibitors, photosystem I inhibitors, photosystem II inhibitors, triazines and bromoxynil. The compositions and methods can be used to control undesirable vegetation in crops that have multiple or overlapping characteristics that confer tolerance to multiple chemicals and / or inhibitors of multiple modes of action. In some embodiments, the compound of Formula (I) or salt or ester thereof and complementary herbicide or salt or ester thereof, are used in combination with herbicides that are selective in the treated crop and that complement the spectrum of weeds controlled by these compounds at the application rate employed. In some embodiments, the compositions described herein and other complementary herbicides are applied at the same time, as a combination formulation, as a tank mixture or sequentially.
    [0066] The compositions and methods can be used to control undesirable vegetation in crops that have tolerance to agronomic stress (including but not limited to, drought, cold, heat,
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    32/163 salt, water, nutrient, fertility, pH), tolerance to plague (including but not limited to, insects, fungi and pathogens) and crop improvement characteristics (including but not limited to production; protein, carbohydrate or oil; protein, carbohydrate or oil composition; plant stature and plant architecture).
    [0067] The compositions and methods provided here are used to control undesirable vegetation. Undesirable vegetation includes, but is not limited to, undesirable vegetation that occurs in rice no-till, sown in water and transplanted, cereals, wheat, barley, oats, rye, sorghum, maize / maize, cane sugar, sunflower, oilseed rape, canola, beet, soy, cotton, pineapple, pastures, lawns, grazing land, fallow land, grass, vine trees and orchards, ornamental, aquatic species, plantation crops, vegetables, management of industrial vegetation (IVM) and easements of passage (ROW).
    [0068] In some modalities, the methods provided here are used to control undesirable vegetation in rice. In certain modalities, the undesirable vegetation is Brachiaria platyphylla (Groseb.) Nash or Urochloa platyphylla (Nash) R.D. Webster (broad-leaved capimbra, BRAPP), Digitaria sanguinalis (L.) Scop. (wide bloody grass, DIGSA), Echinochloa species (ECHSS), Echinochloa crus-galli (L.) P. Beauv. (grass, ECHCG), Echinochloa crus-pavonis (Kunt) Schult. (gulf spur, ECHCV), Echinochloa colonum (L.) LINK (jungle rice, ECHCO), Echinochloa oryzoides (Ard.) Fritsch (early water grass, ECHOR), Echinochloa oryzicola (Vasinger) Vasinger (late water grass , ECHPH), Echinochloa phyllopogon (Stapf) Koso-Pol. (rice grass, ECHPH), Echinochloa polystachya (Kunt) Hitchc. (creeping river grass, ECHPO), Ischaemum rugosum Salisb. (saramollagrass, ISCRU), Leptochloa chinensis (L.) Nees (Chinese sprangletop, LEFCH), Leptochloa fascicularis (Lam.)
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    Gray (bearded sprangletop, LEFFA), Leptochloa panicoides (Presl.) Hitchc. (Amazonian sprangletop, LEFPA), Oryza species (red and fine rice, ORYSS), Panicum dichotomiflorum (L.) Michx. (fall panicum, PANDI), Paspalum dilatatum Poir. (honeygrass, PASDI), Rottboellia cochinchinensis (Lour.) W.D. Clayton (camalote grass, ROOEX), Cyperus species (CYPSS), Cyperus difformis L. (smallflower flatsedge, CYPDI), Cyperus dubius Rottb. (MAPDU), Cyperus esculentus L. (yellow walnut joint, CYPES), Cyperus would L. (flattened rice nut, CYPIR), Cyperus rotundus L. (purple walnut joint, CYPRO), Cyperus serotinus Rottb./CB Clarke (flatsedge flatsedge, CYPSE), species of Eleocharis (ELOSS), Fimbristylis miliacea (L.) Vahl (cuminho, FIMMI), species of Schoenoplectus (SCPSS), Schoenoplectus juncoides Roxb. (Japanese reed, SCPJU), Bolboschoenus maritimus (L.) Palla or Schoenoplectus maritimus L. Lye (sea scythe, SCPMA), Schoenoplectus mucronatus L. (rice field reed, SCPMU), Aeschynomene species, (cork, AESSS ), Alternanthera philoxeroides (Mart.) Griseb. (alligator grass, ALRPH), Alisma plantago-aquatica L. (common water plantain, ALSPA), Amaranthus species, (anserines and amaranths, AMASS), Ammannia coccinea Rottb. (redstem, AMMCO), Commelina benghalensis L. (Benghal tropoeraba, COMBE), Eclipta alba (L.) Hassk. (False American daisy, ECLAL), Heteranthera limosa (SW.) Willd./Vahl (ducksalad, HETLI), Heteranthera reniformis R. & P. (roundleaf mudplantain, HETRE), species of Ipomoea (morning glory, IPOSS), Ipomoea hederacea ( L.) Jacq. (ivy leaf morning glory, IPOHE), Lindernia dubia (L.) Pennell (false low morass, LIDDU), Ludwigia species (LUDSS), Ludwigia linifolia Poir. (southeast willow primrose, LUDLI), Ludwigia octovalvis (Jacq.) Raven (long-willow primrose, LUDOC), Monochoria korsakowii Regel & Maack (monorail, MOOKA), Monochoria vaginalis (Burm. F.) C. Presl ex Kuhth, (monorail, MOOVA), Mur
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    34/163 dannia nudiflora (L.) Brenan (swallow weed, MUDNU), Polygonum pensylvanicum L., (Pennsylvania smartweed, POLPY), Polygonum persicaria L. (ladysthumb, POLPE), Polygonum hydropiperoides Michx. (POLHP, wormwood), Rotala indica (Willd.) Koehne (Indian toothcup, ROTIN), Sagittaria species, (arrowhead, SAGSS), Sesbania exaltata (Raf.) Cory / Rydb. Ex Hill (flax sesbania, SEBEX) or Sphenoclea zeylanica Gaertn. (goose grass, SPDZE).
    [0069] In some embodiments, the methods provided here are used to control undesirable vegetation in cereals. In certain embodiments, the undesirable vegetation is Alopecurus myossuroides Huds. (dark grass, ALOMY), Apera spica-venti (L.) Beauv. (windgrass, APESV), Avena fatua L. (wild oats, AVEFA), Bromus tectorum L. (fuzzy bromus, BROTE), Lolium multiflorum Lam. (Italian ryegrass, LOLMU), Phalaris minor Retz. (small seed birdseed, PHAMI), Poa annua L. (annual grass, POANN), Setaria pumila (Poir.) Roemer & JA Schultes (yellow foxtail, SETLU), Setaria viridis (L.) Beauv . (green fox tail, SETVI), Amaranthus retroflexus L. (red-root anserine, AMARE), Brassica species (BRSSS), Chenopodium album L. (common anserines, CHEAL), Cirsium arvense (L.) Scop. (Canadian thistle, CIRARj, Galium aparine L. (catchweed bedstraw, GALAP), Kochia scoparia (L.) Schrad. (kochia, KCHSC), Lamium purpureum L. (purple LAMPU), Matricaria recutita L. (chamomile wild, MATCH), Matricaria matricarioides (Less.) Porter (pineapple weed, MATMT), Papaver rhoeas L. (common poppy, PAPRH), Poligonum convolvulus L. (wild buckwheat, POLCO), Salsola tragus L. (thistle from Russia, SASKR), species of Sinapis (SINSS), Sinapis arvensis L. (wild mustard, SINAR), Stellaria media (L.) Vill. (common chickweed, STEME), Veronica persica Poir. (Veronica purslane from Persia , VERPE), Viola arvensis Murr. (Field violet, VIOAR), or Viola tricolor
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    L. (wild violet, VIOTR).
    [0070] In some modalities, the methods provided here are used to control undesirable vegetation in natural pasture and pasture, fallow land, IVM and ROW. In certain modalities, the undesirable vegetation is Ambrosia artemisiifolia L. (common Santiago herb, AMBEL), Cassia obtusifolia (fedegoso, CASOB), Centaurea maculosa auct. non Lam. (cornflower with spots, CENMA), Cirsium arvense (L.) Scop. (Canadian thistle, CIRAR), Convolvulus arvensis L. (field creeper, CONAR), Daucus carota L. (wild carrot, DAUCA), Euphorbia esula L. (leafy euphorbia, EPHES), Lactuca serriola L./Torn. (prickly lettuce, LACSE), Plantago lanceolata L. (buckhorn plantain, PLALA), Rumex obtusifolius L. (broadleaf burdock, RUMOB), Sida spinosa L. (prickly aids, SIDSP), Sinapis arvensis L. (wild mustard, SINAR), Sonchus arvensis L. (perennial milkweed, SONAR), Solidago species (goldenrod, SOOSS), Taraxacum officinale GH Weber ex Wiggers (dandelion, TAROF), Trifolium repens L. (white clover, TRFRE), or Urtica dioica L. (common nettle, URTDI).
    [0071] In some embodiments, the methods provided here are used to control the undesirable vegetation found in row crops, trees and vine crops and perennial crops. In certain embodiments, the undesirable vegetation is Alopecurus myossuroides Huds. (dark grass, ALOMY), Avena fatua L. (wild oats, AVEFA), Brachiaria decumbens Stapf. or Urochloa decumbens (Stapf) R.D. Webster (Suriname grass, BRADC), Brachiaria brizantha (Hochst. ex A. Rich.) Stapf. or Urochloa brizantha (Hochst. ex A. Rich.) R.D. (barda grass, BRABR), Brachiaria platyphylla (Groseb.) Nash or Urochloa platyphylla (Nash) R.D. Webster (leafy brachiaria, BRAPP), Brachiaria plantaginea (Link) Hitchc. or Urochloa plantaginea (Link) R.D. Webster (papua, BRAPL), Cenchrus echinatus L. (sandbur
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    36/163 from the south, CENEC), Digitaria horizontalis Willd. (Jamaican bloody grass, DIGHO), Digitaria insularis (L.) Mez ex Ekman (sourgrass, TRCIN), Digitaria sanguinalis (L.) Scop. (wide bloody grass, DIGSA), Echinocloa crus-galli (L.) P. Beauv. (backyard grass, ECHCG), Echinocloa colonum (L.) Link (wild rice, ECHCO), Eleusine indica (L.) Gaertn. (potentilla, ELEIN), Lolium multiflorum Lam. (Italian ryegrass, LOLMU), Panicum dichotomiflorum Michx. (fall panicum, PANDI), Panicum miliaceum L. (wild millet, PANMI), Setaria faberi Herrm. (giant fox tail, SETFA), Setaria viridis (L.) Beauv. (green fox tail, SETVI), Sorghum halepense (L.) Pers. (Johnsongrass, SORHA), Sorghum bicolor (L.) Moench ssp. Arundinaceum (shattercane, SORVU), Cyperus esculentus L. (yellow sedge, CYPES), Cyperus rotundus L. (purple sedge, CYPRO), Abutilon theophrasti Medik. (velvety leaf, ABUTH), Amaranthus species (anserines and amaranth, AMASS), Ambrosia artemisiifolia L. (common Santiago herb, AMBEL), Ambrosia psilostachya DC. (Santiago do Oeste herb, AMBPS), Ambrosia trifida L. (giant Santiago herb, AMBTR), Anoda cristata (L.) Sclecht. (stimulated anoda, ANVCR), Asclepias syriaca L. (cotton from the common field, ASCSY), Bidens pilosa L. (prickly pear, BIDPI), Borreria species (BOISS), Borreria alata (Aubl.) DC. or Spermacoce alata Aubl. (broadleaf weed, BOILF), Spermacose latifolia (broadleaf weed, BOILF), Chenopodium album L. (common anserines, CHEAL), Cirsium arvense (L.) Scop. (Canadian thistle, CIRAR), Commelina benghalensis L. (tropical ephemeral, COMBE), Datura stramonium L. (datura, DATST), Daucus carota L. (wild carrot, DAUCA), Euphorbia heterophylla L. (calla lily) wild, EPHHL), Euphorbia hirta L. or Chamaesyce hirta (L.) Millsp. (garden euphorbia, EPHHI), Euphorbia dentata Michx. (toothed euphorbia, EPHDE), Erigerona bonariensis L. or Conyza bonariensis (L.) Cronq. (hairy pulicaria,
    Petition 870180158421, of 12/04/2018, p. 42/178
    37/163
    ERIBO), Erigerona canadensis L. or Conyza canadensis (L.) Cronq. (Canadian pulicaria, ERICA), Conyza sumatrensis (Retz.) E. H. Walker (high pulicaria, ERIFL), Helianthus annuus L. (common sunflower, HELAN), Jacquemontia tamnifolia (L.) Griseb. (small flower ipomea, IAQTA), Ipomoea hederacea (L.) Jacq. (ivy leaf ivy, IPOHE), Ipomoea lacunosa L. (white ipomea, IPOLA), Lactuca serriola L./Torn. (prickly lettuce, LACSE), Portulaca oleracea L. (common purslane, POROL), Richardia species (pusley, RCHSS), Sida species (sida, SIDSS), Sida spinosa L. (prickly sida, SIDSP), Sinapis arvensis L (wild mustard, SINAR), Solanum ptychanthum Dunal (eastern black nightshade, SOLPT), Tridax procumbens L. (coat buttons, TRQPR), or Xantium strumarium L. (common thistle, XANST).
    [0072] In some modalities, the methods described here are used to control undesirable grass vegetation. In certain modalities, the undesirable vegetation is Bellis perennis L. (English daisy, BELPE), Cyperus esculentus L. (yellow sedge, CYPES), species of Cyperus (CYPSS), Digitaria sanguinalis (L.) Scop. (wide bloody grass, DIGSA), Diodia virginiana L. (Virginia bud weed, DIQVI), Euphorbia species (euphorbia, EPHSS), Glechoma hederacea L. (ground ivy, GLEHE), Hydrocotile umbellata L. (weed dollar, HYDUM), Killinga species (killinga, KYLSS), Lamium amplexicaule L. (henbit, LAMAM), Murdannia nudiflora (L.) Brenan (swallow weed, MUDNU), Oxalis species (wood sorrel, OXASS ), Plantago major L. (broadleaf plantain, PLAMA), Plantago lanceolata L. (buckhorn / narrow leaf plantain, PLALA), Phyllanthus urinaria L. (chamberbitter, PYLTE), Rumex obtusifolius L. (broadleaf burdock, RUMOB ), Stachys floridana Shuttlew. (Florida beton, STAFL), Stellaria media (L.) Vill. (common chickweed, STEME), Taraxacum officinale G.H. Weber
    Petition 870180158421, of 12/04/2018, p. 43/178
    38/163 ex Wiggers (dandelion, TAROF), Trifolium repens L. (white clover, TRFRE), or Viola species (wild violet, VIOSS).
    [0073] In some embodiments, the compositions and methods provided here are used to control undesirable vegetation consisting of grass weeds, broadleaf and ciperacea. In certain embodiments, the compositions and methods provided herein are used to control undesirable vegetation including Brachiaria, Brassica, Chenopodium, Cirsium, Cyperus, Digitaria, Echinocloa, Fimbristylis, Galium, Ipomoea, Ischaemum, Kochia, Leptochloa, Papaver, Poligonum, Salsola, Schoenoplectus, Sinapis, Stellaria and Xantium. [0074] In some embodiments, the combination of compound (I) or agriculturally acceptable ester or salt thereof and VLCFA and fatty acid / lipid synthesis inhibiting herbicides or agriculturally acceptable salt or ester thereof is used to control Brachiaria platyphylla ( Nash or Urochloa platyphylla (Nash) RD Webster (hardwood brachiaria, BRAPP), Brassica napus L. (winter oilseed rape, BRSNW), Cyperus esculentus L. (yellow sedge, CYPES), Cyperus would L. ( junction of rice, CYPIR), Cyperus rotundus L. (purple tiririca, CYPRO), Digitaria sanguinalis (L.) Scop. (wide bloody grass, DIGSA), Echinocloa crus-galli (L.) Beauv. (backyard grass, ECHCG), Echinocloa colona (L.) Link, (wild rice, ECHCO), Echinocloa oryzoides (Ard.) Fritsch (early water grass, ECHOR), Fimbristylis miliacea (L.) Vahl (globe fringerush, FIMMI), Galium aparine L. (catchweed bedstraw, GALAP), Ipomoea hederacea Jacq. (ivy leaf ivy, IPOHE), Ischaemum rugossum Salisb. (saramollagrass, ISCRU), Kochia scoparia (L.) Schrad. (kochia, KCHSC), Leptochloa chinensis (L.) Nees (Chinese sprangletop, LEFCH) Papaver rhoeas L. (common poppy, PAPRH), Poligonum hydropiperoides Michx. (POLHP, soft silkworm), Salsola tragus L. (Russian thistle, SASKR), Schoenoplectus juncoides (Roxb.) Palla (reed
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    39/163
    Japanese, SCPJU), Sinapis arvensis L. (wild mustard, SINAR), Stellaria media (L.) Vill. (chickweed, STEME) and Xantium strumarium L. (common thistle, XANST).
    [0075] Compounds of Formula I or acceptable agricultural salt or ester thereof can be used to control herbicide-resistant or tantanizing weeds. The methods employing the combination of a Formula I compound or an agriculturally acceptable salt or ester thereof and the compositions described herein can likewise be employed to control herbicide resistant or tolerant weeds. Exemplary resistant or tolerant weeds include, but are not limited to, biotypes resistant or tolerant to acetolactate synthase (ALS) or acetohydroxy synthase (AHAS) inhibitors (eg, imidazolinones, sulfonylureas, pyrimidinylthiobenzoates, triazolopyrimidines, sulfonylaminocarbons) photosystem II (e.g. phenylcarbamates, pyridazinones, triazines, triazinones, uracils, amides, ureas, benzothiadiazinones, nitriles, phenylpyridazines), acetyl CoA carboxylase (ACCase) inhibitors (e.g. for example, benzoic acids, phenoxycarboxylic acids, pyridine carboxylic acids, quinoline carboxylic acids), auxin transport inhibitors (eg phthalates, semicarbazones), photosystem I inhibitors (eg bipyridyliums), 5-enolpyruvylchiquate-3phosphate inhibitors (EPSP) synthase (for example, glyphosate), glutamine synthetase inhibitors (eg glyphosinate, bialafos), microtubule assembly inhibitors (eg benzamides, benzoic acids, dinitroanilines, phosphoramidates, pyridines), mitosis inhibitors (eg carbamates), acid inhibitors very long-chain fatty acid (VLCFA) (eg acetamides, chloroacetamides, oxyacetamides, tetrazolinones), inhibitors of fatty acid and lipid synthesis (eg
    Petition 870180158421, of 12/04/2018, p. 45/178
    40/163 phosphorodithioates, thiocarbamates, benzofurans, chlorocarbonic acids), protoporphyrinogen oxidase (PPO) inhibitors (for example, diphenylethers, N-phenylphthalimides, oxadiazoles, oxazolidinadiones, phenylpyrazoles, pyrimidindiones, thiadiazide inhibitors, thiosiazides, triniosides, example, clomazone, amitrol, aclonifene), inhibitors, phytene desaturase (PDS) inhibitors (e.g., amides, anilidex, furanones, phenoxybutane-amides, pyridiazinones, pyridines), 4-hydroxyphenyl-pyruvate-dioxigenase (HPPD) ( for example, calistemones, isoxazoles, pyrazoles, tricetones), mitosis inhibitors, cellulose biosynthesis inhibitors (eg nitriles, benzamides, quinclorac, triazolocarboxamides), herbicides with multiple modes of action such as quinclorac, and unclassified herbicides such as arylaminopropionic, difenzoquate, endotall, and organoarsenic acids. Exemplary resistant or tolerant weeds include, but are not limited to, biotypes with resistance or tolerance to multiple herbicides, biotypes with resistance or tolerance to multiple chemical classes, biotypes with resistance or tolerance to multiple modes of herbicide action, and biotypes with multiple resistance or tolerance mechanisms (for example, resistance to the target site or metabolic resistance).
    [0076] In some embodiments, an agriculturally acceptable ester or salt of compound (I) is used. In certain embodiments, an agriculturally acceptable ester is employed. In certain embodiments, the ester is a C1-4 alkyl ester. In certain embodiments, the ester is a benzyl ester. In certain embodiments, compound (I), which is a carboxylic acid, is used.
    [0077] In some embodiments, an agriculturally acceptable salt of acetochlor, alachlor, anilofos, butachlor, benfuresate, cafenstrol, dimethenamide-P, fentrazamide, indanophane, flufenacet, mefenacet, smetolachlor, molinate, petoxamide, pretilachlor, pyramine80, persulfaclor, 12/04/2018, p. 46/178
    41/163 phona, tenilchlor and thiobencarb is used in the methods or compositions described here.
    [0078] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with acetochlor. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to acetochlor is within the range of about 1: 1680 to about 6: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to acetochlor is within the range from about 1:46 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to acetochlor is within the range from about 1:90 to about 1: 2. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to acetochlor is within the range from about 1:46 to about 1: 5.5. In certain embodiments, the compositions provided here comprise the compound of Formula (I) or its benzyl ester and acetochlor. In one embodiment, the composition comprises the compound of Formula (I) and acetochlor, wherein the weight ratio of the compound of Formula (I) to acetochlor is about 1:46 to about 1: 5.5. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and acetochlor, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to acetochlor is about 1:23 to about 1: 5 , 5. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 52 grams of active ingredient per hectare (gai / ha) to about 3,660 gai / ha based on the total amount of active ingredients in the composition. In certain modalities, the com
    Petition 870180158421, of 12/04/2018, p. 47/178
    42/163 position is applied at an application rate from about 54 grams of active ingredient per hectare (gai / ha) to about 235 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and acetochlor, for example, sequentially or simultaneously. In some embodiments, acetochlor is applied at a rate of about 50 gai / ha to about 3360 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 grams of acid equivalent per hectare (gae / ha) to about 300 gae / ha. In some embodiments, acetochlor is applied at a rate of about 50 gai / ha to about 400 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 g acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, acetochlor is applied at a rate of about 100 gai / ha to about 200 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and acetochlor. In one embodiment, the methods use the compound of Formula (I) and acetochlor, in which the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and acetochlor is applied at a rate of about 50 gai / ha to about 200 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and acetochlor, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and acetochlor is applied at a rate of about 50
    Petition 870180158421, of 12/04/2018, p. 48/178
    43/163 gai / ha to about 200 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with acetochlor are used to control BRAPP, DIGSA, ECHCG, ECHOR, CYPRO, LEFCH or FIMMI.
    [0079] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with alachlor. With respect to compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to alachlor is within the range from about 1: 3350 to about 2: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to alachlor or salt or ester thereof is within the range of about 1: 1000 to about 1: 3. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to alachlor or salt or ester thereof is within the range from about 1:39 to about 1:78. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and alachlor. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 172 grams of active ingredient per hectare (gai / ha) to about 7000 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 174 grams of active ingredient per hectare (gai / ha) to about 2290 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 1272 grams of active ingredient per hectare (gai / ha) to about 2512 gai / ha based
    Petition 870180158421, of 12/04/2018, p. 49/178
    44/163 in the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and alachlor, for example, sequentially or simultaneously. In some embodiments, alachlor is applied at a rate of about 170 gai / ha to about 6700 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and alachlor. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with alachlor are used to control IPOHE. [0080] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with anilophos. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to anilophos or salt or ester thereof is within the range of about 1: 250 to about 6: 1 . In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to anilophos is within the range from about 1:45 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to anilophos is within the range from about 1:50 to about 1: 3. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and anilophos. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate to
    Petition 870180158421, of 12/04/2018, p. 50/178
    45/163 from about 52 grams of active ingredient per hectare (gai / ha) to about 750 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 54 grams of active ingredient per hectare (gai / ha) to about 235 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and anilofos, for example, sequentially or simultaneously. In some embodiments, anilophos is applied at a rate of about 50 gai / ha to about 450 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, anilophos is applied at a rate of about 100 gai / ha to about 400 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and anilophos. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with anilophos are used to control ECHCG, ECHOR, CYPRO or FIMMI.
    [0081] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with benfuresate. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to benfuresate is within the range of about 1: 300 to about 6: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to benfuresate is within the range of about 1: 113 to about 1.33: 1. In
    Petition 870180158421, of 12/04/2018, p. 51/178
    In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to benfuresate is within the range from about 1:70 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to benfuresate is within the range from about 1:70 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to benfuresate is within the range of about 1:57 to about 1: 1.8. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl ester and benfuresate. In one embodiment, the composition comprises the compound of Formula (I) and benfuresate, wherein the weight ratio of the compound of Formula (I) to benfuresate is about 1:57 to about 1: 1.8. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and benfuresate, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to benfuresate is about 1:69 to about 1: 4 . With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 52 grams of active ingredient per hectare (gai / ha) to about 600 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 55 grams of active ingredient per hectare (gai / ha) to about 242 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and benfuresate or salt or
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    47/163 ester thereof, for example, sequentially or simultaneously. In some embodiments, benfuresate is applied at a rate of about 50 gai / ha to about 300 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, benfuresate is applied at a rate of about 25 gai / ha to about 1200 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 g acid equivalent per hectare (gae / ha) to about 200 gae / ha. In some embodiments, benfuresate is applied at a rate of about 50 gai / ha to about 600 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 5.3 g of acid equivalent per hectare (gae / ha) at about 100 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and benfuresate. In one embodiment, the methods use the compound of Formula (I) and benfuresate, where the compound of Formula (I) is applied at a rate from about 5.3 g of acid equivalent per hectare (gae / ha) at about 42.4 gae / ha, and benfuresate is applied at a rate of about 75 gai / ha to about 300 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and benfuresate, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 5.3 g of acid equivalent per hectare (gae / ha) at about 100 gae / ha, and benfuresate is applied at a rate of about 75 gai / ha to about 600 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with benfuresate are used to control ECHCG, ECHCO, LEFCH, CYPIR, POLHP, SCPJU or ECHOR.
    [0082] In certain embodiments of the compositions and methods described here, the compound of Formula (I) or salt or ester thereof is used
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    48/163 in combination with butachlor. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to butachlor is within the range from about 1: 750 to about 3: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to butachlor is within the range from about 1: 103 to about 1: 6. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to butachlor is within the range from about 1: 200 to about 1: 3. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to butachlor is within the range of about 1: 102 to about 1: 6. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl or n-butyl ester and butachlor. In one embodiment, the composition comprises the compound of Formula (I) and butachlor, wherein the weight ratio of the compound of Formula (I) to butachlor is about 1: 102 to about 1: 6. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and butachlor, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to butachlor is about 1: 102 to about 1: 6 . With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 115 grams of active ingredient per hectare (gai / ha) to about 1800 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 117 grams of acidic active ingredient per hectare (gai / ha) to about 468 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the
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    49/163 undesirable or local vegetation or apply to soil or water to prevent the emergence or growth of vegetation with a compound of Formula (I) or salt or ester thereof and butachlor, for example, sequentially or simultaneously. In some embodiments, butachlor is applied at a rate of about 113 gai / ha to about 1500 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, the butachlor or salt or ester thereof is applied at a rate of about 50 gai / ha to about 900 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate from about 2 g of acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, the butachlor or salt or ester thereof is applied at a rate of about 112.5 gai / ha to about 450 gai / ha and the compound of Formula (I) of salt or ester thereof is applied in a rate of about 4.38 g of acid equivalent per hectare (gae / ha) to about 35 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl or n-butyl ester and butachlor. In one embodiment, the methods use the compound of Formula (I) and butachlor, where the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and butachlor is applied at a rate of about 112.5 gai / ha to about 450 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and butachlor, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and butachlor is applied at a rate of about 112.5 gai / ha to about 450 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with butachlor are used to control ECHCO, LEFCH, BRAPP,
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    50/163
    IPOHE, ECHCG, ECHOR, or CYPRO.
    [0083] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with cafenstrol. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to cafenstrol is within the range of about 1: 150 to about 12: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to cafenstrol is within the range from about 1:24 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to cafenstrol is within the range from about 1:50 to about 2: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to cafenstrol is within the range from about 1:24 to about 1: 1.5. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl ester and cafenstrol. In one embodiment, the composition comprises the compound of Formula (I) and cafenstrol, wherein the weight ratio of the compound of Formula (I) to cafenstrol is about 1:24 to about 1: 1.5. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and cafenstrol, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to cafenstrol is about 1:24 to about 1: 1 , 5. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and cafenstrol, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to cafenstrol is about 1:47 to about 2.7 :1. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 28 grams of ingre
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    51/163 active ingredient per hectare (gai / ha) at about 600 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 30 grams of active ingredient per hectare (gai / ha) to about 150 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting undesirable or local vegetation or applying to soil or water to prevent the emergence or growth of vegetation with a compound of Formula (I) or salt or ester thereof and cafenstrol, for example, sequentially or simultaneously. In some embodiments, cafenstrol is applied at a rate of about 26 gai / ha to about 300 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, cafenstrol is applied at a rate of about 10 gai / ha to about 200 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 g acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, cafenstrol is applied at a rate of about 26.3 gai / ha to about 105 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 4 , 38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and cafenstrol. In one embodiment, the methods use the compound of Formula (I) and cafenstrol, in which the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and cafenstrol is applied at a rate of about 26.3 gai / ha to about 105 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and cafenstrol, in which the benzyl ester of the compound of Formula (I) is applied at a rate starting at about 4.38
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    52/163 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and cafenstrol is applied at a rate of about 26.3 gai / ha to about 105 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and cafenstrol, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 70 gae / ha, and cafenstrol is applied at a rate of about 26.3 gai / ha to about 210 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with cafenstrol are used to control BRAPP, ECHCG, ECHCO, LEFCH, IPOHE, CYPIR, ECHOR, SCPJU or CYPRO.
    [0084] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with dimethenamide-P. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to dimethenamide-P is within the range of about 1: 850 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to dimethenamide-P is within the range of about 1: 205 to about 1: 8. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and dimethenamide-P. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 282 grams of active ingredient per hectare (gai / ha) to about 2,000 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 283 grams of active ingredient per
    Petition 870180158421, of 12/04/2018, p. 58/178
    53/163 hectare (gai / ha) at about 1,670 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and dimethenamide-P, for example , sequentially or simultaneously. In some embodiments, dimethenamide-P is applied at a rate of about 280 gai / ha to about 1,700 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha to about 300 gae / ha. In some embodiments, dimethenamide-P is applied at a rate of about 275 gai / ha to about 1,640 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and dimethenamide-P are used to control ECHCO, CYPES, and XANST.
    [0085] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with phenoxysulfone. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to phenoxysulfone is within the range from about 1: 250 to about 6: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to phenoxysulfone is within the range from about 1:46 to about 1: 1. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and phenoxysulfone. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some modalities, the composition
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    54/163 tion is applied at an application rate from about 52 grams of active ingredient per hectare (gai / ha) to about 800 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 53 grams of acidic active ingredient per hectare (gai / ha) to about 500 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and phenoxysulfone, for example, sequentially or simultaneously. In some embodiments, phenoxysulfone is applied at a rate of about 50 gai / ha to about 500 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, phenoxysulfone is applied at a rate of about 50 gai / ha to about 500 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and phenoxysulfone.
    [0086] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with fentrazamide. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to fentrazamide is within the range from about 1: 150 to about 19: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to fentrazamide is within the range from about 1:15 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to fentrazamide is within the range of about
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    55/163
    1:68 to about 2: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to fentrazamide is within the range from about 1:32 to about 2: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to fentrazamide is within the range from about 1:16 to about 1: 1.5. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl ester and fentrazamide. In one embodiment, the composition comprises the compound of Formula (I) and fentrazamide, wherein the weight ratio of the compound of Formula (I) to fentrazamide is about 1:16 to about 1: 1.5. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and fentrazamide, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to fentrazamide is about 1:19 to about 1: 2 . With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 18 grams of active ingredient per hectare (gai / ha) to about 600 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 20 grams of active ingredient per hectare (gai / ha) to about 150 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and fentrazamide, for example, sequentially or simultaneously. In some embodiments, fentrazamide is applied at a rate of about 16 gai / ha to about
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    56/163
    300 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha to about 300 gae / ha. In some embodiments, fentrazamide is applied at a rate of about 7 gai / ha to about 140 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 g acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, fentrazamide is applied at a rate of about 16.9 gai / ha to about 67.5 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about from 4.38 g of acid equivalent per hectare (gae / ha) to about 17.5 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and fentrazamide. In one embodiment, the methods use the compound of Formula (I) and fentrazamide, in which the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and fentrazamide is applied at a rate of about 16.9 gai / ha to about
    67.5 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and fentrazamide, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about
    4.38 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and fentrazamide is applied at a rate of about 33.8 gai / ha to about 300 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with fentrazamide are used to control BRAPP, ECHCG, ECHCO, LEFCH, DIGSA, or ECHOR.
    [0087] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with flufenacet. With respect to compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to flufenacete is within the faxa of cer
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    57/163 ca from 1: 625 to about 12: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to flufenacet is within the range from about 1:68 to about 6: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to flufenacet is within the range of about 1: 300 to about 1: 2. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and flufenacet. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 27 grams of active ingredient per hectare (gai / ha) to about 1550 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the composition is applied at an application rate from about 62 grams of active ingredient per hectare (gai / ha) to about 800 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 28 grams of active ingredient per hectare (gai / ha) to about 300 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and flufenacete, for example, sequentially or simultaneously. In some embodiments, flufenacet is applied at a rate of about 25 gai / ha to about 1,250 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some modalities, flufenacete is applied in a
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    58/163 rate of about 60 gai / ha to about 750 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha to about 32 gae / there is. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and flufenacet. In certain embodiments, the methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with flufenacet are used to control BRAPP, CIRAR, CHEAL, KCHSC, PAPRH, SASKR, SINAR and STEME.
    [0088] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with indanophane. With respect to compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to indanophane is within the range from about 1: 150 to about 12: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to indanophane is within the range of about 1: 136 to about 6: 1. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and indanophane. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 27 grams of active ingredient per hectare (gai / ha) to about 600 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 30 grams of acidic active ingredient per hectare (gai / ha) to about 450 gai / ha based on the total amount of active ingredients in the composition. In some modalities, methods include contacting undesirable or local vegetation or applying
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    59/163 to soil or water to prevent the emergence or growth of vegetation with a compound of Formula (I) or salt or ester thereof and indanophane, for example, sequentially or simultaneously. In some embodiments, indanophane is applied at a rate of about 25 gai / ha to about 300 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, indanophane is applied at a rate of about 37.5 gai / ha to about 150 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and indanophane. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with indanophane are used to control ECHCO and LEFCH.
    [0089] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with mefenacet. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to mefenacet is within the range from about 1: 800 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to mefenacet is within the range of about 1: 727 to about 1: 2. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to mefenacet is within the range of about 1: 150 to about 1: 2. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and mefenacet. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent emergence or
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    60/163 growth of vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 252 grams of active ingredient per hectare (gai / ha) to about 1900 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 255 grams of acidic active ingredient per hectare (gai / ha) to about 1750 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and mefenacet or salt thereof, for example, sequentially or simultaneously. In some embodiments, mefenacet is applied at a rate of about 250 gai / ha to about 1600 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, mefenacet is applied at a rate of about 50 gai / ha to about 1200 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and mefenacet. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with mefenacet are used to control BRAPP, LEFCH, CYPIR or ECHOR.
    [0090] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with s-metolachlor. With respect to the compositions, in some modalities, the weight ratio of the compound of Formula (I) or salt or ester thereof to s-metolachlor is within the faxa of
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    61/163 about 1: 1500 to about 4: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to smetolachlor is within the range of about 1: 1000 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to s-metolachlor is within the range of about 1: 194 to about 1:12. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and s-metolachlor. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 72 grams of active ingredient per hectare (gai / ha) to about 3300 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 73 grams of active ingredient per hectare (gai / ha) to about 2290 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and s-metolachlor, for example , sequentially or simultaneously. In some embodiments, smetolachlor is applied at a rate of about 70 gai / ha to about 3000 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, s-metolachlor is applied at a rate of about 387 gai / ha to about 1550 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha at about 32 gae / ha. In certain modalities, uti methods
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    62/163 use the compound of Formula (I) or its benzyl or n-butyl ester and smetolachlor. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with s-metolachlor are used to control ECHCG or IPOHE.
    [0091] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with molinate. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to molinate is within the range of about 1: 2780 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to molinate is within the range from about 1: 255 to about 1: 8. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to molinate is within the range of about 1: 194 to about 1:44. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and molinate. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 282 grams of active ingredient per hectare (gai / ha) to about 5860 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 284 grams of active ingredient per hectare (gai / ha) to about 1155 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 1408 grams of active ingredient per hectare (gai / ha) to about 2832
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    63/163 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and molinate, for example, sequentially or simultaneously. In some embodiments, molinate is applied at a rate of about 280 gai / ha to about 5560 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, molinate is applied at a rate of about 1400 gai / ha to about 2800 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and molinate. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with s-molinate are used to control ECHOR.
    [0092] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with petoxamide. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to petoxamide is within the range of about 1: 625 to about 1.5: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to petoxamide is within the range of about 1: 150 to about 1:10. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and petoxamide. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation a
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    64/163 composition described here. In some embodiments, the composition is applied at an application rate from about 202 grams of active ingredient per hectare (gai / ha) to about 1,550 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 313 grams of acidic active ingredient per hectare (gai / ha) to about 1.252 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and petoxamide, for example, sequentially or simultaneously. In some embodiments, petoxamide is applied at a rate of about 200 gai / ha to about 1,250 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, petoxamide is applied at a rate of about 305 gai / ha to about 1,220 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha at about 32 gae / ha. In certain embodiments, the methods using the compound of Formula (I) or its benzyl or n-butyl ester in combination with petoxamide are used to control IPOHE, LEFCH, CYPES or CYPIR.
    [0093] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with pretilachlor. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pretilachlor is within the range of about 1: 375 to about 8: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pretilachlor is within the range of about 1:34 to about 1: 1. In certain fashion
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    65/163 lities, the weight ratio of the compound of Formula (I) or salt or ester thereof to pretilachlor is within the range from about 1:64 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pretilachlor is within the range of about 1:32 to about 1: 2. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pretilachlor is within the range from about 1:91 to about 2.7: 1. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl ester and pretilachlor. In one embodiment, the composition comprises the compound of Formula (I) and pretilachlor, wherein the weight ratio of the compound of Formula (I) to pretilachlor is about 1:34 to about 1: 2. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and pretilachlor, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to pretilachlor is about 1:32 to about 1: 4 . In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and pretilachlor, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to pretilachlor is about 1:91 to about 2.7 :1. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 40 grams of active ingredient per hectare (gai / ha) to about 1050 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 43 grams of active ingredient per hectare (gai / ha) to about 500 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable vegetation or location of the
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    66/163 same or apply to soil or water to prevent the emergence or growth of vegetation with a compound of Formula (I) or salt or ester thereof and pretilachlor, for example, sequentially or simultaneously. In some embodiments, pretilachlor is applied at a rate of about 38 gai / ha to about 750 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, pretilachlor is applied at a rate of about 18 gai / ha to about 300 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 g acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, pretilachlor is applied at a rate of about 37.5 gai / ha to about 150 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 4 , 38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha. In some embodiments, pretilachlor is applied at a rate of about 37.5 gai / ha to about 400 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 4 , 38 g of acid equivalent per hectare (gae / ha) at about 100 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and pretilachlor. In one embodiment, the methods use the compound of Formula (I) and pretilachlor, in which the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and pretilachlor is applied at a rate of about
    37.5 gai / ha to about 150 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and pretilachlor, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 100 gae / ha, and pretilachlor is applied at a rate of about
    37.5 gai / ha to about 400 gai / ha. In certain modalities, methods
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    67/163 and compositions using the compound of Formula (I) or salt or ester thereof in combination with pretilachlor are used to control BRAPP, ECHCO, DIGSA, CYPIR, ECHCG, ECHOR, CYPRO, FIMMI, or SCPJU.
    [0094] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with prosulfocarb. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to prosulfocarb is within the range of about 1: 2000 to about 1: 1.5. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to prosulfocarb is within the range from about 1: 1818 to about 1:10. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to prosulfocarb is within the range of about 1: 1600 to about 1: 100. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and prosulfocarb. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 502 grams of active ingredient per hectare (gai / ha) to about 4300 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 510 grams of acidic active ingredient per hectare (gai / ha) to about 4050 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 1.002 grams of acidic active ingredient per hectare (gai / ha) to about 4010 gai / ha based on the amount
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    68/163 of total active ingredients in the composition. In some embodiments, the methods comprise contacting undesirable or local vegetation or applying to soil or water to prevent the emergence or growth of vegetation with a compound of Formula (I) or salt or ester thereof and prosulfocarb, for example, sequentially or simultaneously. In some embodiments, prosulfocarb is applied at a rate of about 500 gai / ha to about 4000 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, prosulfocarb is applied at a rate of about 1,000 gai / ha to about 4,000 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2.0 gae / ha to about 100 gae / ha. In some embodiments, prosulfocarb is applied at a rate of about 1,000 gai / ha to about 4,000 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2.5 gae / ha at about 10 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and prosulfocarb. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with prosulfocarb are used to control BRSNW, CHEAL, GALAP, KCHSC, PAPRH, SASKR, SINAR and STEME.
    [0095] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with pyroxsulfone. With respect to the compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pyroxsulfone is within the range from about 1: 200 to about 12: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to pyroxsulfone is within the range of about 1:15 to about 1: 1.
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    69/163
    In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and pyrosulfone. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 27 grams of active ingredient per hectare (gai / ha) to about 700 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 37 grams of acidic active ingredient per hectare (gai / ha) to about 150 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and pyroxsulfone, for example, sequentially or simultaneously. In some embodiments, pyroxsulfone is applied at a rate of about 25 gai / ha to about 400 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha ha at about 300 gae / ha. In some embodiments, pyroxsulfone is applied at a rate of about 30 gai / ha to about 120 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and pyroxsulfone. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with pyroxsulfone are used to control ECHCG or BRAPP.
    [0096] In certain modalities of the compositions and methods described
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    70/163 here, the compound of Formula (I) or salt or ester thereof is used in combination with tenilchlor. With respect to compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to tenilchlor is within the range of about 1: 375 to about 4: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to tenilchlor is within the range of about 1: 341 to about 1: 1. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to tenilchlor is within the range from about 1:34 to about 1: 1. In certain embodiments, the compositions comprise the compound of Formula (I) or its benzyl or n-butyl ester and tenylchlor. With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 77 grams of active ingredient per hectare (gai / ha) to about 1050 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 79 grams of acidic active ingredient per hectare (gai / ha) to about 800 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 143 grams of acidic active ingredient per hectare (gai / ha) to about 302 gai / ha based on the total amount of active ingredients in the composition. In some modalities, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester of the same and tenilchlor, for example, sequentially or simultaneously. In some modali
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    71/163, tenilchlor is applied at a rate of about 75 gai / ha to about 750 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, tenilchlor is applied at a rate of about 135 gai / ha to about 270 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 8 gae / ha ha at about 32 gae / ha. In certain embodiments, the methods use the compound of Formula (I) or its benzyl or n-butyl ester and tenylchlor. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with tenichlor or salt or ester thereof are used to control ECHOR and LEFCH.
    [0097] In certain embodiments of the compositions and methods described herein, the compound of Formula (I) or salt or ester thereof is used in combination with thiobencarb. With respect to compositions, in some embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to thiobencarb is within the range from about 1: 2250 to about 1: 2. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to thiobencarb is within the range from about 1: 511 to about 1:32. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to thiobencarb is within the range of about 1: 510 to about 1:17. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to thiobencarb is within the range of about 1: 1000 to about 1:16. In certain embodiments, the weight ratio of the compound of Formula (I) or salt or ester thereof to thiobencarb is within the range from about 1: 511 to about 1:32. In certain embodiments, the compositions provided herein comprise the compound of Formula (I) or its benzyl ester and thiobencarb. In one embodiment, the composition comprises benzyl
    Petition 870180158421, of 12/04/2018, p. 77/178
    72/163 ester of the compound of Formula (I) and thiobencarb, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to thiobencarb is about 1: 511 to about 1:16. In one embodiment, the composition comprises the compound of Formula (I) and thiobencarb, wherein the weight ratio of the compound of Formula (I) to thiobencarb is about 1: 511 to about 1:32. In one embodiment, the composition comprises the benzyl ester of the compound of Formula (I) and thiobencarb, wherein the weight ratio of the benzyl ester of the compound of Formula (I) to thiobencarb is about 1: 511 to about 1:64 . With respect to the methods, in certain modalities, the methods comprise contacting the undesirable or local vegetation thereof or applying to the soil or water to prevent the emergence or growth of the vegetation a composition described here. In some embodiments, the composition is applied at an application rate from about 562 grams of active ingredient per hectare (gai / ha) to about 4,800 gai / ha based on the total amount of active ingredients in the composition. In certain embodiments, the composition is applied at an application rate from about 564 grams of active ingredient per hectare (gai / ha) to about 2275 gai / ha based on the total amount of active ingredients in the composition. In some embodiments, the methods comprise contacting the undesirable or local vegetation of the same or applying to the soil or water to prevent the emergence or growth of the vegetation with a compound of Formula (I) or salt or ester thereof and thiobencarb, for example, sequentially or simultaneously. In some embodiments, thiobencarb is applied at a rate of about 560 gai / ha to about 4500 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 2 gae / ha at about 300 gae / ha. In some embodiments, thiobencarb is applied at a rate of about 280 gai / ha to about 5000 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of cerPetition 870180158421, 04 / 12/2018, p. 78/178
    73/163 ca of 2 g of acid equivalent per hectare (gae / ha) to about 45 gae / ha. In some embodiments, thiobencarb is applied at a rate of about 560 gai / ha to about 2240 gai / ha and the compound of Formula (I) of salt or ester thereof is applied at a rate of about 4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha. In certain embodiments, the methods use the compound of Formula (I), or its benzyl ester and thiobencarb. In one embodiment, the methods use the compound of Formula (I) and thiobencarb, in which the compound of Formula (I) is applied at a rate from about
    4.38 g of acid equivalent per hectare (gae / ha) at about 17.5 gae / ha, and thiobencarb is applied at a rate of about 560 gai / ha to about 2240 gai / ha. In one embodiment, the methods use the compound of Formula (I) and thiobencarb, in which the compound of Formula (I) is applied at a rate from about 4.38 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and thiobencarb is applied at a rate of about 560 gai / ha to about 2240 gai / ha. In one embodiment, the methods use the benzyl ester of the compound of Formula (I) and thiobencarb, in which the benzyl ester of the compound of Formula (I) is applied at a rate from about 4.83 g of acid equivalent per hectare (gae / ha) at about 35 gae / ha, and thiobencarb is applied at a rate of about 560 gai / ha to about 2240 gai / ha. In certain embodiments, methods and compositions using the compound of Formula (I) or salt or ester thereof in combination with thiobencarb or salt or ester thereof are used to control ECHOR, CYPRO, DIGSA, CYPIR, ISCRU or ECHCO.
    [0098] The components of the mixtures described here can be applied separately or as part of a multi-part herbicide system.
    [0099] The mixtures described here can be applied together with one or more other herbicides to control a wider variety
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    74/163 wide of undesirable vegetation. When used together with other herbicides, the composition can be formulated with the other herbicide or herbicides, mixed in tank with the other herbicide or herbicides or applied sequentially with the other herbicide or herbicides. Some herbicides that can be used in conjunction with the compositions and methods described here include, but are not limited to: 4-CPA; 4-CPB; 4-CPP; 2,4-D; 2,4-D choline salt, 2,4-D, 2,4-DB esters and amines; 3,4-DA; 3,4-DB; 2,4-DEB; 2,4-DEP; 3,4-DP; 2,3,6-TBA; 2,4,5-T; 2,4,5-TB; acifluorfen, aclonifene, acrolein, alachlor, alidochlor, aloxidim, allyl alcohol, aloraco, ametridione, ametrine, amibuzine, amicarbazone, amidosulfurone, aminocyclopyraclor, aminopyralide, amiprofos-methyl, amitrol, amidone, atramide, amidone, ammonium sulphate , azinsulfurone, aziprothrin, barbam, BCPC, beflubutamide, benazoline, bencarbazone, benfluralin, bensulfurone-methyl, bensulide, bentiocarb, sodium bentazone, benzadox, benzfendizone, benzipram, benzobicyclone, benzofenoxy, benzofen, benzoflone bilanafos, bispiribac sodium, borax, bromacila, bromobonyl, bromobutide, bromophenoxin, bromoxynil, brompyrazone, butafenacil, butamiphos, butenachlor, butidazole, butiurone, butralin, butroxidine, butyric acid, chloride, calcium chloride, butylone, butylone carbassulam, carbetamide, carboxazole chlorprocarb, carfentrazone-ethyl, CDEA, CEPC, clomethoxyfen, chloramben o, chloranocril, chlorazifop, chlorazin, chlorobromurone, chloroburam, chloreturone, chlorfenac, chlorfurprol, chlorflurazole, chlorflurenol, chloridazone, chlorimurone, chlornitrophen, chloropone, chlorotolurone, chloroxurone, chloroxynil, chlorohydrone, chlorhydramide, chloramide, chlorprofam, chlorprofam, chlorprofam kinesulfurone, cisanilide, clethodim, cliodinate, clodinafop-propargyl, clofope, clomazone, clomeprope, cloprope, cloproxidim, clopyralide, chloransulam-methyl, CMA, copper sulfate, CPMF, CPPC, credazine,
    Petition 870180158421, of 12/04/2018, p. 80/178
    75/163 cresol, cumilurone, cyanatrine, cyanazine, cyclate, cyclopyrimorate, cyclosulfamurone, cycloxidine, cyclurone, cyhalopop-butyl, cyperquate, cyprazine, cyprazole, cypromide, daimurone, dalapone, dazomete, delaclor, dehydromethane, dehydromine, dehydromethane, dehydrate , dichlobenyl, dichloralurea, dichlormate, dichlorprope, dichlorprope-P, diclofop-methyl, dichlossulam, dietanquate, diethyl, diphenopentene, diphenoxurone, difenzoquate, diflufenicano, diflufenzopir, dimefuron, dimethoxy, dimethoxy, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dimepiperate, dinamide, dimepiperate, dimepiperate. , dinosam, dinosebe, dinoterb, diphenamide, dipropetrin, diquate, disul, dithiopir, diurone, DMPA, DNOC, DSMA, EBEP, eglinazine, endotal, epronaz, EPTC, erbona, etalfluralina, etbenzamide, etametsulfone, etametsulfone, etamimururide, etidimururide, etidimururide , etofumesate, ethoxyfen, ethoxysulfurone, ethinophene, etnipromide, etobenzanide, EXD, fenassulam, fenoprope, phenoxaprope, phenoxaprope-P-ethyl, phenoxaprope-P-ethyl + isoxadife no-ethyl, phenoxysulfone, phenteracol, fentiaprope, fenurone, ferrous sulphate, flamprope, flamprope-M, flazasulfurone, florassulam, fluazifope, fluazifope-P-butyl, fluazolate, flucarbazone, flucetulfulfone, flucloramine, flufloramine, flufloramine, flufloramine , flumicloraco-pentila, flumioxazin, flumipropine, fluometurone, fluordifene, fluoroglycofen, fluoridine, fluoroitrophen, fluothiuron, flupoxam, flupropacil, flupropanate, flupirsulfurone, fluridone, flurochloridone, fluoramine, flouroxurine, flouroxurur, fluorohydrone , furyloxifene, glyphosinate, glyphosinate-ammonium, glyphosinate-P-ammonium, glyphosate salts and esters, halauxifene, halauxifene-methyl, halosaphen, halosulfurone-methyl, haloxidine, haloxifop-methyl, haloxyphon-hexafon-hexaphalet , imazametabenz, imazamox, imazapico, imazapyr, imazaquin, imazosulfurone, imazetapyr, indaziflam, iodobonyl, iodomethane, iodossul furone, iodosulfurone-ethyl-sodium, iofensulfurone, ioxynil, ipazine, ipfencarbazone, iprimidam, isocarbamide, isocyl, isomethiozi
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    76/163 na, isonorurone, isopolinate, isopropalin, isoproturone, isourone, isoxaben, isoxaclortol, isoxaflutol, isoxapyrifope, carbutilate, ketoespiradox, lactophen, lenacil, linurone, MAA, MAMA, MCPA esters and amopeins, MCPA, MCPA, MCPA , mecoprope-P, medinoterb, mefluidide, mesoprazine, mesosulfurone, mesotrione, metam, metamiphope, metamitrone, metazachlor, metazosulfurone, metflurazone, metabenzthiazurone, metallopralin, metazol, methiobeto, methoxymethoxy, methiozone, methiozone, methiozone, methiozone , methyldinrone, metobenzurone, metobromurone, metosulam, methoxyurone, metribuzin, metsulfurone, metsulfurone-methyl, monalide, monisourone, monochloroacetic acid, monolinurone, monurone, morfanquate, MSMA, naproaniline, nopramide, nopramide, npropal, naptal, naptal, naptal nitrofluorphene, norflurazone, norurone, OCH, orbencarb, ortho-dichlorobenzene, orthosulfamurone, orizaline, oxadiargyl, oxadiazon a, oxapirazone, oxasulfurone, oxazyclomefone, oxyfluorfen, paraflufen-ethyl, paraflurone, paraquat, pebulate, pelargonic acid, pendimethalin, penoxsulam, pentachlorophenol, pentanochlor, pentoxazone, perfluidone, phenofenamide, phenophenyl, phenisofam, phenisofam, phenisofam, phenisofam , picolinafen, pinoxaden, piperophos, potassium arsenite, potassium azide, potassium cyanate, primisulfurone-methyl, prociazine, prodiamine, profluazole, profluralin, propoxidine, proglinazine, proexadionacalcic, promethazine, propetrine, propamine, propamine, propamine, propamine, propamine, propamine, propamine, propamine, propamine, propamine, propamine , profam, propisochlor, propoxycarbazone, propyrisulfurone, propizamide, prosulfalin, prosulfurone, proxane, prinaclor, pidanone, piracylonil, piraflufene-ethyl, pyrasulfotol, pyrazogyl, pyrazolinate, pyrazosulfurone-ethyl, pyrazoxybyridate, pyrazoxyphenidate, pyrazoxyphenol , piriminobaco, pirimisulfano, piritiobaco sodium, piroxsulam, quincl oraco, quinmeraco, quinoclamina, quinonamide, quizalofope, quizalofope-P-ethyl, rhodetanil, rinsulfurone,
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    77/163 saflufenacil, S-metolachlor, sebutilazine, secbumetone, setoxidim, sidurone, simazine, simetone, symmetry, SMA, sodium arsenite, sodium azide, sodium chlorate, sulcotrione, sulfalate, sulfentrazone, sulfometurone, sulfosate, sulfosulfone sulfuric, sulglicapine, swepe, SYN-523, TCA, tebutam, tebutiurone, tefuriltrione, tembotrione, tepraloxidim, terbacil, terbucarb, terbuclor, terbumetone, terbutilazin, terbutrine, tetraflurone, thiazurone, thiazurone, thiazurone, thiazurone tifensulfurn-methyl, thiocarbazil, thioclorin, topramezone, tralcoxidim, triafamone, tri-alate, triasulfuron, triaziflam, tribenurone, tribenurone-methyl, tricamba, triclopyrine salt, esters and trifluorine, trifurine, triflurine, trifurine, triflone, triflone , trifop, trifopsima, triidroxyitriazina, trimeturone, tripropindano, tritac tritosulfurone, vernolato, xilachlor and salts, esters, optically active isomers and mixtures thereof.
    [00100] The compositions and methods described here, can be used together with glyphosate, 5-enolpyruvylchiquimate-3-phosphate (EPSP) synthase, glyphosinate, glutamine synthetase inhibitors, dicamba, phenoxy auxins, pyridyloxy auxins, synthetic auxins, transport inhibitors of auxin, aryloxyphenoxypropionates, cyclohexanediones, phenylpyrazolines, acetyl CoA carboxylase inhibitors (ACCase), imidazolinones, sulfonylureas, pyrimidinylthiobenzoates, triazolopyrimidines, sulfonylaminocarbonyltriazolinones, acid-hydroxide inhibitors (4) pyruvate dioxigenase (HPPD), phytene desaturase inhibitors, carotenoid biosynthesis inhibitors, protoporphyrinogen oxidase (PPO) inhibitors, cellulose biosynthesis inhibitors, mitosis inhibitors, microtubule inhibitors, very long chain fatty acid inhibitors fatty acid and lipid biosynthesis, inhibit photosystem I painters, photosystem II inhibitors, triazines, and bromoxynil in glyphosate tolerant, tolerant cultures
    Petition 870180158421, of 12/04/2018, p. 83/178
    78/163 tests for EPSP synthase inhibitor, tolerant to glyphosinate, tolerant to glutamine synthase inhibitor, tolerant to dicamba, tolerant to phenoxy auxin, tolerant to pyridyloxy auxin, auxin tolerant, tolerant to auxin transport inhibitor, tolerant to aryloxyphenoxypropionate , tolerant to cyclohexanedione, tolerant to phenylpyrazoline, tolerant to ACCase, tolerant to imidazolinone, tolerant to sulfonylurea, tolerant to pyrimidinylthiobenzoate, tolerant to triazolopyrimidine, tolerant to sulfonylaminocarbonyltriazolinone, tolerant to ALS or PAH tolerants, tolerant to ALS or AHAS desaturase, tolerant to carotenoid biosynthesis inhibitor, tolerant to PPO, tolerant to cellulose biosynthesis inhibitor, tolerant to mitosis inhibitor, tolerant to microtubule inhibitor, tolerant to long chain fatty acid inhibitor, tolerant to inhibitor of biosynthesis fatty acid and lipid, tolerant to photosystem I inhibitor, tolerant to photosystem II inhibitor, tolerant to triazine, and tolerant to bromoxynil, and cultures that have multiple or overlapping characteristics that confer tolerance to multiple chemicals and / or multiple modes of action through single or multiple resistance mechanisms. In some embodiments, the compound of Formula (I) or salt or ester thereof and complementary herbicide or salt or ester thereof are used in combination with herbicides that are selective for the crop to be treated and that complement the spectrum of controlled weeds by these compounds at the application rate employed. In some embodiments, the compositions described here and other complementary herbicides are applied at the same time, as a combination formulation, as a tank mix, or as a sequential application.
    [00101] In some embodiments, the compositions described here are used in combination with one or more herbicide protectors, such as AD-67 (MON 4660), benoxacor, bentiocarb, brassinoli
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    79/163 da, cloquintocete (mexila), ciometrinila, daimurone, dichlormide, dicyclone, dimepiperate, disulfotone, fenclorazol-ethyl, fenclorim, flurazol, fluxofenim, furilazol, hairpin-shaped proteins, isoxadifene-ethyl, jieca mefempir-diethyl, mefenate, naphthalic anhydride (NA), oxabetrinyl, R29148 and N-phenylsulfonylbenzoic acid amides, to enhance their selectivity. In some modalities, the protectors are used in applications in rice, cereal, maize (corn), or maize (maize). In some embodiments, the protector is cloquintocet or an ester or salt thereof. In certain embodiments, cloquintocet is used to antagonize the harmful effects of the compositions on rice and cereals. In some modalities, the protector is cloquintocete (mexila).
    [00102] In some embodiments, the compositions described here are used in combination with one or more plant growth regulators, such as 2,3,5-triiodiodobenzoic acid, IAA, IBA, naphthalene acetamide, α-naphthalene acetic acids, benzyladenine , 4-hydroxyphenethyl alcohol, kinetin, zeatin, zeatin, endothal, etphone, pentachlorophenol, thidiazurone, tribufos, aviglycine, maleic hydrazide, gibberellins, gibberellic acid, abscisic acid, ancimidol, phosamine, glyphosine, meziride, isosirimol , 2,3,5-tri-iodobenzoic acid, morphactins, dichlorflurenol, flurprimidol, mefluidide, paclobutrazol, tetciclacis, uniconazole, brassinolide, brassinolidaethyl, cycloheximide, ethylene, metasulfocarb, prohexadione, triapenten and triapenten.
    [00103] In some embodiments, plant growth regulators are used in one or more crops or applications, such as rice, cereal crops, maize (corn), maize (maize), broadleaf crops, oilseed rape / canola, grass, pineapple, sugar cane, sunflower, pastures, lawns, grazing land, fallow land, grass, vine trees and orchards, plantation crops,
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    80/163 vegetables, and non-agricultural (ornamental) applications. In some embodiments, the plant growth regulator is mixed with the compound of Formula (I), or mixed with the compound of Formula (I) and inhibitors of VLCFA or inhibitors of fatty acid / lipid synthesis to cause a preferentially beneficial effect about the plants. [00104] In some embodiments, the compositions provided here also comprise at least one agriculturally acceptable adjuvant or vehicle. Suitable adjuvants or vehicles should not be phytotoxic to valuable crops, particularly at the concentrations used in the application of compositions for the control of selective weeds in the presence of cultures, and do not react chemically with herbicidal components or other composition ingredients. Such mixtures can be designed for application directly to weeds or their location or they can be concentrated or formulations that are normally diluted with additional vehicles and adjuvants before application. They can be solids, such as, for example, dust, granules, water-dispersible granules or wetting powders, or liquids, such as, for example, emulsifiable concentrates, solutions, emulsions or suspensions. They can also be supplied as a premix or mixed in a tank.
    [00105] Suitable agricultural adjuvants and vehicles include, but are not limited to, oily culture concentrate; nonylphenol ethoxylate; benzylcocoalkylimethyl quaternary ammonium salt; mixture of petroleum hydrocarbon, alkyl esters, organic acid, and non-ionic surfactant; C9-C11 alkyl polyglycoside; phosphate alcohol ethoxylate; natural primary alcohol ethoxylate (C12-C16); di-sec-butylphenol EO-PO block copolymer; polysiloxane-methyl buffer; nonylphenol ethoxylate + urea ammonium nitrate; emulsified methylated seed oil; tridecyl alcohol (synthetic) ethoxylate (8EO); tallow amine ethoxylate (15 EO); dioleate-99 of PEG (400).
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    81/163 [00106] Liquid vehicles that can be used include water and organic solvents. Organic solvents include, but are not limited to, petroleum or hydrocarbon fractions such as mineral oil, aromatic solvents, paraffinic oils, and the like; vegetable oils such as soybean oil, oilseed rape, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, oil peanut, safflower oil, sesame oil, tung oil and the like; esters of the above vegetable oils; esters of monoalcohols or dihydric, trihydric, or other lower polyalcohols (containing 4-6 hydroxy), such as 2-ethyl hexyl stearate, nbutyl oleate, isopropyl myristate, propylene glycol dioleate, di-octyl succinate, di-octyl adipate di-butyl, di-octyl phthalate and the like; esters of mono-, di- and polycarboxylic acids and the like. Specific organic solvents include, but are not limited to, toluene, xylene, petroleum naphtha, culture oil, acetone, methyl ethyl ketone, cyclohexanone, trichlorethylene, perchlorethylene, ethyl acetate, amyl acetate, butyl acetate, monomethyl ether propylene glycol and monomethyl ether, diethylene glycol, methyl alcohol, ethyl alcohol, isopropyl alcohol, amyl alcohol, ethylene glycol, propylene glycol, glycerin, N-methyl-2-pyrrolidinone, N, N-dimethyl alkylamides, dimethyl sulfoxide, liquid fertilizers and the like. In certain embodiments, water is the vehicle for diluting the concentrates.
    [00107] Suitable solid vehicles include, however, are not limited to talc, pyrophyllite clay, silica, atapulgite clay, kaolin clay, diatomite, chalk, diatomaceous earth, lime, calcium carbonate, bentonite clay, Fuller earth, cotton seed husks, wheat flour, soy flour, pumice, wood powder, nutshell flour, lignin, cellulose, and the like.
    [00108] In some modalities, the compositions described here
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    82/163 also comprise one or more surfactants. In some embodiments, such surfactants are employed in both solid and liquid compositions, and in certain embodiments those designed to be diluted with a vehicle prior to application. Surfactants can be anionic, cationic or non-ionic in character and can be used as emulsifying agents, wetting agents, suspending agents, or for other purposes. Surfactants that can likewise be used in the present formulations are described, inter alia, in McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Corp., Ridgewood, New Jersey, 1998 and in Encyclopedia of Surfactants, Vol. I-III, Chemical Publishing Co ., New York, 1980-81. Surfactants include, but are not limited to, alkyl sulfate salts, such as diethanolammonium lauryl sulfate; alkylarylsulfonate salts, such as calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products, such as C18 nonylphenol; alcohol-alkylene oxide addition products, such as C16-tridecyl alcohol ethoxylate; soaps, such as sodium stearate; alkylnaphthalenesulfonate salts, such as sodium dibutylnaphthalenesulfonate; dialkylesters of sodium sulfosuccinate salts, such as sodium di (2-ethylexyl) sulfosucinate; sorbitol esters, such as sorbitol oleate; quaternary amines, such as lauryl trimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymer of ethylene oxide and propylene oxide; salts of mono- and dialkyl phosphate esters; vegetable or seed oils such as soybean oil, oilseed rape / canola, olive oil, castor oil, sunflower seed oil, coconut oil, corn oil, cottonseed oil, linseed oil, palm oil, peanut oil, safflower oil, sesame oil, tung oil and the like; and esters of the above vegetable oils, and in certain embodiments, methyl esters.
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    83/163 [00109] In some embodiments, these materials, such as vegetable or seed oils and their esters, can be used interchangeably as an agricultural adjuvant, as a liquid carrier or as a surfactant.
    [00110] Other exemplary additives for use in the compositions provided here include, but are not limited to, compatibilizing agents, defoaming agents, sequestering agents, neutralizing agents and buffers, corrosion inhibitors, dyes, deodorants, propagation agents, aids penetration, adherent agents, dispersing agents, thickening agents, freezing point depressants, antimicrobial agents, and the like. The compositions can likewise contain other compatible components, for example, other herbicides, plant growth regulators, fungicides, insecticides, and the like and can be formulated with liquid or solid fertilizers, particulate fertilizer vehicles such as ammonium nitrate, urea and the like.
    [00111] In some embodiments, the concentration of active ingredients in the compositions described here is about 0.0005 to 98 weight percent. In some embodiments, the concentration is about 0.0006 to 90 weight percent. In compositions designed to be employed as concentrates, the active ingredients, in certain embodiments, are present in a concentration of about 0.1 to 98 weight percent, and in certain embodiments about 0.5 to 90 weight percent . Such compositions are, in certain embodiments, diluted with an inert carrier, such as water, prior to application. The diluted compositions usually applied to weeds or to the location of weeds contain, in certain embodiments, about 0.0006 to 10.0 weight percent of active ingredient and in certain embodiments contain about 0.01 to 7.0 percent by weight.
    [00112] The present compositions can be applied to herbs
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    84/163 weeds or their location by the use of sprayers, vaporizers and applicators of conventional terrestrial or aerial granules, by addition to irrigation or flooding, and by other conventional means known to those skilled in the art.
    [00113] The modalities described and examples below are for illustrative purposes and are not intended to limit the scope of the claims. Other modifications, uses or combinations with respect to the compositions described here will be evident to a person with experience in the technique without departing from the spirit and scope of the claimed object matter.
    Examples [00114] Results in Examples I, II, III, and IV are results of greenhouse experiment.
    Example I. Evaluation of Herbalic Mixtures of Foliar Application in Post-Emergency for Weed Control in Direct Seeded Rice [00115] Seeds or small nuts of the desired test plant species were planted in a soil matrix prepared by mixing a soil with clay or sandy clay (for example, 28.6 percent mud, 18.8 percent clay, and 52.6 percent sand, with a pH of about 5.8 and an organic matter content of about 1.8 percent) and limestone in a ratio of 80 to 20. The soil matrix was contained in plastic pots with a volume of 1 quarter of a gallon and a surface area of 83.6 square centimeters (cm 2 ) . When required to ensure good germination and healthy plants, a fungicide treatment and / or other chemical or physical treatment was applied. The plants were grown for 8-22 days in a greenhouse with a photoperiod of approximately 14 hr which was maintained at about 29 ° C during the day and 26 ° C during the night. The nutrients (Peters Excel ® 15-5-15 5-Ca 2-Mg and iron chelate) were
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    85/163 applied to the irrigation and water solution was added on a regular basis. Supplementary lighting was provided with overhead 1000-Watt metal halide lamps when needed. The plants were used to test when they would reach the first to the fourth true foliage stage.
    [00116] The treatments consisted of the amino acid or esters of 4 amino-3- chloro-5-fluor-6- (4-chloro-2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylic acid (Compound A), each formulated as a SC (suspension concentrate), and various herbicidal components alone and in combination. Compound A forms were applied based on an acid equivalent.
    [00117] Forms of compound A (compound of Formula I) tested include:
    OH
    Acid Compound
    Compound A Benzyl Ester [00118] Other herbicidal components were applied based on an active ingredient and included herbicides for inhibiting very long chain fatty acid synthesis (VLCFA) and inhibiting synthesis
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    86/163 fatty acid / lipid acetochlor (technical grade material), acetochlor + dichlormide formulated as Topnotch®, pretilachlor (technical grade material), butachlor formulated as Butaclor EC, fentrazamide formulated as Fentrazamide EC, thiobencarb formulated as Bolero ® 8EC , cafenstrol formulated as Himeadow ® WP or Lapost ® Flowable, benfuresate formulated as Full Shot ® , dimethenamide-P formulated as Outlook ® , indanophane (technical grade material), flufenacet formulated as Define ® DF, mefenacet (technical grade material), S-metolachlor formulated as Dual ® II Magnum, petoxamide formulated as Successor® 600, and pyroxsulfone (technical grade material).
    [00119] The treatment requirements were calculated based on the rates to be tested, the concentration of active ingredient or acid equivalent in the formulation, and an application volume of 12 mL at a rate of 187 L / ha.
    [00120] For extended treatments of formulated compounds, measured amounts of compounds were placed individually in 25 mL glass vials and diluted in a volume of 1.25% (v / v) of Agri-Dex® culture oil concentrated to obtain 12X raw material solutions. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. Application solutions were prepared by adding an appropriate amount of each raw material solution (for example, 1 mL) and diluted to the appropriate final concentrations with the addition of 10 mL of a 1.25% (v / v) oily culture concentrate since the final spray solutions contained 1.25 +/- 0.05% (v / v) oily culture concentrate.
    [00121] For treatments comprised of technical compounds, heavy amounts can be placed individually in 25 mL glass vials and dissolved in a 97: 3 volume in v / v acetone / DMSO to obtain the raw material solutions of
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    12X. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. Application solutions can be prepared by adding an appropriate amount of each raw material solution (for example, 1 ml) and diluted to the appropriate final concentrations with the addition of 10 ml of a 1.5% aqueous mixture (v / v) oily culture concentrate since the final spray solutions contained 1.25% (v / v) oily culture concentrate. When technical materials are used, concentrated raw material solutions can be added to the spray solutions since the final concentrations of acetone and DMSO in the application solutions are 16.2% and 0.5%, respectively.
    [00122] For treatments comprised of technical and formulated compounds, heavy amounts of the technical materials were placed individually in 25 mL glass vials and dissolved in a 97: 3 volume in v / v acetone / DMSO to obtain the matter solutions of 12X, and measured quantities of the formulated compounds were placed individually in 25 mL glass vials and diluted in a volume of 1.5% (v / v) of oily culture concentrate or water to obtain the raw material solutions 12X press. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. Application solutions were prepared by adding an appropriate amount of each raw material solution (for example, 1 mL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of a 1.5% aqueous mixture (v / v) oily culture concentrate since the final spray solutions contained 1.25% (v / v) oily culture concentrate. When required, additional water and / or 97: 3 in v / v acetone / DMSO were added to the individual application solutions as the final acetone and DMSO concentrations of the application solutions to be compared were 8.1% and 0, 25%, respectively.
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    88/163 [00123] All raw material solutions and application solutions were visually inspected for compound compatibility prior to application. Spray solutions were applied to the plant material with an aerial Mandel trail sprayer equipped with 8002E nozzles calibrated to deliver 187 L / ha over an application area of 0.503 m 2 at a spray height of 18 to 20 inches (46 to 50 cm) above the average plant cover height. The control plants were sprayed in the same way with the absolute solvent.
    [00124] The treated plants and the control plants were placed in a greenhouse as described above and irrigated by sub-irrigation to prevent washing of the test compounds. After approximately 3 weeks, the condition of the test plants when compared to that of untreated plants was determined visually and evaluated on a scale of 0 to 100 percent where 0 corresponds to no damage or growth inhibition and 100 corresponds to complete death.
    [00125] Colby's equation was used to determine the expected herbicidal effects of the mixtures (Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.).
    [00126] The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B:
    Expected = A + B - (A x B / 100)
    A = observed effectiveness of active ingredient A at the same concentration as used in the mixture.
    B = observed effectiveness of active ingredient B at the same concentration as used in the mixture.
    [00127] Test compounds, application rates employed, plant species tested, and results are given in Tables 1-25.
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    Table 1. Synergistic Activity of Herbicidal Compositions of Acid Compound and Acetochlor for Foliar Application in the Control of Common Weeds in Rice Culture Systems.
    Compound AAcid Acetochlor Visual Weed Control (%) -20 DAA BRAPP gae / ha gai / ha Note Exp 4.38 0 50 - 8.75 0 70 - 0 100 20 - 0 200 30 - 4.38 100 65 60 8.75 100 90 76 4.38 200 85 65 8.75 200 95 79
    Compound AAcid Acetochlor Visual Weed Control (%) -20 DAA DIGSA gae / ha gai / ha Note Exp 4.38 0 30 - 17.5 0 40 - 0 100 20 - 0 200 20 - 4.38 100 50 44 17.5 100 75 52 4.38 200 60 44 17.5 200 80 52
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    Table 2. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Acetochlor for Foliar Application in Herb Control
    Common Weeds in Rice Culture Systems.
    Benzyl Ester Compound Acetochlor Visual Weed Control (%) -20 DAA DIGSA gae / ha gai / ha Note Exp 4.38 0 50 - 8.75 0 60 - 0 200 20 - 4.38 200 75 60 8.75 200 95 68
    Benzyl Ester Compound Acetochlor Visual Weed Control (%) -20 DAA ECHCG gae / ha gai / ha Note Exp 4.38 0 70 - 8.75 0 70 - 0 50 0 - 0 100 10 - 4.38 50 85 70 8.75 50 90 70 4.38 100 90 73 8.75 100 90 73
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    Table 3. Synergistic Activity of Herbicidal Compositions of Acid and Acetochlor Compound + Diclormide for Foliar Application in the Control of
    Common Weeds in Rice Culture Systems.
    Compound A Acetochlor + Visual Weed Control Acid dichloride (%) - 20 DAA ECHCG gae / ha gai / ha * Note Exp 4.38 0 60 - 0 50 0 - 0 100 40 - 0 200 80 - 4.38 50 80 60 4.38 100 95 76 4.38 200 95 92
    Acid Compound Acetochlor + dichlormide Visual Weed Control (%) -20 DAA LEFCH gae / ha gai / ha * Note Exp 4.38 0 0 - 8.75 0 30 - 17.5 0 30 - 0 50 0 - 0 100 0 - 0 200 40 - 4.38 50 60 0 8.75 50 65 30 17.5 50 60 30 4.38 100 55 0 8.75 100 55 30
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    17.5 100 70 30 4.38 200 60 40 8.75 200 70 58 17.5 200 65 58 * gai / ha refers to the ingredient active ingredient of acetachlor.
    Table 4. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Acetochlor + Diclormide of Foliar Application in the Control of Common Weeds in Rice Culture Systems.
    Compound A Acetochlor + Visual Weed Control%) - Benzyl Ester dichloride 20 DAA DIGSA gae / ha gai / ha * Note Exp 4.38 0 40 - 8.75 0 40 - 0 200 40 - 4.38 200 85 64 8.75 200 75 64
    Compound A Acetochlor + Visual Weed Control%) - Benzyl Ester dichloride 20 DAA LEFCH gae / ha gai / ha * Note Exp 4.38 0 15 - 8.75 0 30 - 17.5 0 50 - 0 50 0 - 0 100 0 - 0 200 40 - 4.38 50 50 15
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    8.75 50 60 30 17.5 50 70 50 4.38 100 30 15 8.75 100 45 30 17.5 100 50 50 4.38 200 65 49 8.75 200 70 58 17.5 200 75 70
    * gai / ha refers to the active ingredient in acetachlor.
    Table 5. Synergistic Activity of Herbicidal Compositions of Acid Compound and Pretilachlor for Foliar Application in the Control of Weeds in a Rice Culture System.
    Acid Compound Pretilachlor Visual Weed Control (%) - 20DAA BRAPP ECHCO gae / ha gai / ha Note Exp Note Exp 4.38 0 50 - 65 - 8.75 0 70 - 85 - 0 37.5 0 - 0 - 0 75 0 - 0 - 0 150 0 - 0 - 4.38 37.5 65 50 95 65 8.75 37.5 80 70 90 85 4.38 75 65 50 85 65 8.75 75 70 70 95 85 4.38 150 70 50 95 65 8.75 150 90 70 90 85
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    Acid Compound Pretilachlor Visual Weed Control (%) - 20DAA DIGSA gae / ha gai / ha Note Exp 4.38 0 30 - 17.5 0 40 - 0 37.5 0 - 0 75 0 - 0 150 0 - 4.38 37.5 50 30 17.5 37.5 50 40 4.38 75 40 30 17.5 75 85 40 4.38 150 50 30 17.5 150 75 40
    Compound AAcid Pretilachlor Visual Weed Control (%)- 20 DAA CYPIR gae / ha gai / ha Note Exp 4.38 0 40 - 0 37.5 0 - 0 75 0 - 0 150 0 - 4.38 37.5 100 40 4.38 75 99 40 4.38 150 100 40
    Table 6. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Pretilachlor for Foliar Application in Herb Control
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    Weeds in a Rice Culture System.
    Compound ABenzyl Ester Pretilachlor Visual Weed Control(%) - 20 DAA DIGSA gae / ha gai / ha Note Exp 4.38 0 50 - 8.75 0 60 - 0 75 0 - 0 150 0 - 4.38 75 80 50 8.75 75 75 60 4.38 150 50 50 8.75 150 75 60
    Benzyl Ester Compound Pretilachlor Visual Weed Control (%) - 20DAA ECHCO ECHCG gae / ha gai / ha Note Exp Note Exp 4.38 0 60 - 70 - 8.75 0 85 - 70 - 0 37.5 0 - 10 - 0 75 0 - 10 - 0 150 0 - 0 - 4.38 37.5 80 60 80 73 8.75 37.5 95 85 95 73 4.38 75 80 60 85 73 8.75 75 95 85 99 73 4.38 150 90 60 80 70 8.75 150 90 85 85 70
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    Benzyl Ester Compound Pretilachlor Visual Weed Control (%) - 20 DAA CYPIR gae / ha gai / ha Note Exp 4.38 0 80 - 0 37.5 0 - 0 75 0 - 4.38 37.5 95 80 4.38 75 100 80
    Table 7. Synergistic Activity of Herbicidal Compositions of Acid Compound and Butachlor for Foliar Application in the Control of Weeds in a Rice Culture System.
    Acid Compound Butaclor Visual Weed Control (%) - 20DAA BRAPP ECHCG gae / ha gai / ha Note Exp Note Exp 4.38 0 60 - 50 - 0 112.5 0 - 0 - 0 225 0 - 0 - 0 450 0 - 0 - 4.38 112.5 75 60 90 50 4.38 225 65 60 85 50 4.38 450 80 60 85 50
    Acid Compound Butaclor Visual Weed Control(%) - 20 DAA ECHCOgae / ha gai / ha Note Exp 4.38 0 40 -
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    8.75 0 60 - 0 112.5 0 - 0 225 0 - 0 450 0 - 4.38 112.5 75 40 8.75 112.5 85 60 4.38 225 80 40 8.75 225 90 60 4.38 450 85 40 8.75 450 95 60
    Compound AAcid Butaclor Visual Weed Control (%) - 20 DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 10 - 17.5 0 30 - 0 112.5 0 - 0 225 0 - 0 450 0 - 4.38 112.5 10 0 8.75 112.5 20 10 17.5 112.5 65 30 4.38 225 NT 0 8.75 225 30 10 17.5 225 60 30 4.38 450 75 0 8.75 450 50 10
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    17.5 450 85 30
    Compound AAcid Butaclor Visual Weed Control(%) - 20 DAA IPOHE gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 20 - 0 112.5 20 - 0 450 30 - 4.38 112.5 20 20 8.75 112.5 50 36 4.38 450 80 30 8.75 450 50 44
    Table 8. Synergistic Activity of Herbicidal Compositions of Compound Benzyl and Butachlor of Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Butaclor Visual Weed Control (%) - 20 DAA BRAPP ECHCO gae / ha gai / ha Note Exp Note Exp 4.38 0 60 - 60 - 8.75 0 65 - 70 - 0 112.5 0 - 0 - 0 225 0 - 0 - 0 450 0 - 0 - 4.38 112.5 80 60 70 60 8.75 112.5 85 65 85 70 4.38 225 65 60 80 60
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    Benzyl Ester Compound Butaclor Visual Weed Control (%) - 20 DAA BRAPP ECHCO 8.75 225 80 65 85 70 4.38 450 70 60 80 60 8.75 450 95 65 80 70
    Benzyl Ester Compound Butaclor Visual Weed Control (%) - 20 DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 10 - 17.5 0 25 - 0 112.5 0 - 0 225 0 - 0 450 0 - 4.38 112.5 20 0 8.75 112.5 45 10 17.5 112.5 40 25 4.38 225 20 0 8.75 225 30 10 17.5 225 40 25 4.38 450 30 0 8.75 450 30 10 17.5 450 45 25
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    Benzyl Ester Compound Butaclor Visual Weed Control (%) - 20 DAA IPOHE gae / ha gai / ha Note Exp 4.38 0 10 - 8.75 0 15 - 17.5 0 25 - 0 112.5 20 - 0 450 30 - 4.38 112.5 60 28 8.75 112.5 25 32 17.5 112.5 80 40 4.38 450 70 37 8.75 450 70 41 17.5 450 25 48
    Table 9. Synergistic Activity of Herbicidal Compositions of Acid Compound and Fentrazamide for Foliar Application in Weed Control in a Rice Culture System.
    Acid Compound Fentrazamide Visual Herb ControlWeeds (%) - 20 DAA BRAPP gae / ha gai / ha Note Exp 4.38 0 75 - 8.75 0 80 - 0 16.88 0 - 0 33.75 0 - 0 67.5 55 - 4.38 16.88 90 75 8.75 16.88 90 80
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    4.38 33.75 90 75 8.75 33.75 95 80 4.38 67.5 95 89 8.75 67.5 99 91
    Acid Compound Fentrazamide Visual Weed Control (%) - 20DAA ECHCG ECHCO gae / ha gai / ha Note Exp Note Exp 4.38 0 60 - 70 - 0 16.88 0 - 0 - 0 33.75 0 - 15 - 0 67.5 20 - 10 - 4.38 16.88 90 60 95 70 4.38 33.75 90 60 95 75 4.38 67.5 90 68 95 73
    Acid Compound Fentrazamide Visual Weed Control (%) - 20 DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 15 - 8.75 0 30 - 17.5 0 50 - 0 33.75 0 - 0 67.5 0 - 4.38 33.75 10 15 8.75 33.75 50 30 17.5 33.75 60 50
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    4.38 67.5 30 15 8.75 67.5 40 30 17.5 67.5 65 50
    Table 10. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Fentrazamide of Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Fentrazamide Visual Weed Control (%) - 20 DAA DIGSA gae / ha gai / ha Note Exp 8.75 0 30 - 17.5 0 30 - 0 33.75 0 - 0 67.5 30 - 8.75 33.75 45 30 17.5 33.75 45 30 8.75 67.5 90 51 17.5 67.5 85 51
    Benzyl Ester Compound Fentrazamide Visual Weed Control (%) - 20 DAA ECHCG gae / ha gai / ha Note Exp 16 0 78 - 32 0 83 - 0 75 0 - 0 150 5 - 0 300 13 - 16 75 95 78
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    32 75 95 83 16 150 90 79 32 150 95 83 16 300 95 80 32 300 95 85
    Table 11. Synergistic Activity of Herbicidal Compositions of Acid Compound and Thiobencarb for Foliar Application in Weed Control in a Rice Culture System.
    Acid Compound THE Thiobencarb Visual Weed Control(%) - 20 DAA DIGSA gae / ha gai / ha Note Exp 4.38 0 30 - 17.5 0 40 - 0 560 20 - 4.38 560 60 44 17.5 560 70 52 Acid Compound THE Thiobencarb Visual Weed Control(%) - 20 DAA CYPIR gae / ha gai / ha Note Exp 4.38 0 40 - 0 560 0 - 0 1120 0 - 0 2240 0 - 4.38 560 70 40 4.38 1120 95 40 4.38 2240 95 40
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    Table 12. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Thiobencarb of Foliar Application in the Control of
    Weeds in a Rice Culture System.
    Compound ABenzyl Ester Thiobencarb Visual Weed Control (%) - 20 DAA ECHCO gae / ha gai / ha Note Exp 4.38 0 60 - 8.75 0 85 - 0 560 45 - 0 1120 40 - 4.38 560 90 78 8.75 560 95 92 4.38 1120 90 76 8.75 1120 95 91
    Compound ABenzyl Ester Thiobencarb Visual Weed Control(%) - 21 DAA ISCRU gae / ha gai / ha Note Exp 8 0 20 - 16 0 0 - 0 1120 0 - 0 2240 0 - 8 1120 0 20 16 1120 85 0 8 2240 100 20 16 2240 100 0
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    Table 13. Synergistic Activity of Herbicidal Compositions of Acid Compound and Cafenstrol (Himeadow® WP) for Foliar Application in
    Weed Control in a Rice Culture System.
    Acid Compound Cafenstrol Visual Weed Control (%) - 20DAA ECHCG gae / ha gai / ha Note Exp 4.38 0 50 - 0 26.25 10 - 0 52.5 15 - 0 105 15 - 4.38 26.25 65 55 4.38 52.5 70 58 4.38 105 70 58
    Acid Compound Cafenstrol Visual Weed Control (%) - 20DAA ECHCO gae / ha gai / ha Note Exp 4.38 0 40 - 8.75 0 60 - 0 26.25 10 - 0 52.5 10 - 0 105 10 - 4.38 26.25 40 46 8.75 26.25 75 64 4.38 52.5 60 46 8.75 52.5 85 64 4.38 105 75 46 8.75 105 90 64
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    Acid Compound Cafenstrol Visual Weed Control (%) - 20DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 10 - 17.5 0 30 - 0 52.5 0 - 0 105 0 - 4.38 52.5 30 0 8.75 52.5 20 10 17.5 52.5 45 30 4.38 105 45 0 8.75 105 30 10 17.5 105 30 30
    Acid Compound Cafenstrol Visual Weed Control (%) - 20DAA IPOHE gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 20 - 17.5 0 40 - 0 26.25 0 - 0 105 30 - 4.38 26.25 20 0 8.75 26.25 30 20
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    17.5 26.25 70 40 4.38 105 20 30 8.75 105 60 44 17.5 105 65 58
    Table 14. Synergistic Activity of Herbicidal Compositions of Acid Compound and Cafenstrol (Lapost® Flowable) for Foliar Application in Weed Control in a Rice Culture System.
    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA CYPIR gae / ha gai / ha Note Exp 4.38 0 70 - 0 26.25 0 - 0 52.5 0 - 0 105 0 - 4.38 26.25 80 70 4.38 52.5 90 70 4.38 105 95 70
    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA ECHCG LEFCH gae / ha gai / ha Note Exp Note Exp 17.5 0 88 - 20 - 35 0 85 - 45 - 0 210 0 - 23 - 17.5 210 90 88 68 38 35 210 97 85 73 57
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    Table 15. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Cafenstrol (Himeadow® WP) for Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Cafenstrol Visual Weed Control(%) - 20 DAA BRAPP gae / ha gai / ha Note Exp 4.38 0 60 - 8.75 0 65 - 0 26.25 0 - 0 52.5 0 - 0 105 0 - 4.38 26.25 65 60 8.75 26.25 85 65 4.38 52.5 70 60 8.75 52.5 85 65 4.38 105 75 60 8.75 105 75 65
    Compound ABenzyl Ester Cafenstrol Visual Weed Control (%) - 20 DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 10 - 17.5 0 25 - 0 26.25 0 - 0 52.5 0 - 0 105 0 - 4.38 26.25 20 0
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    8.75 26.25 30 10 17.5 26.25 35 25 4.38 52.5 25 0 8.75 52.5 20 10 17.5 52.5 35 25 4.38 105 20 0 8.75 105 25 10 17.5 105 50 25
    Benzyl Ester Compound Cafenstrol Visual Weed Control(%) - 20 DAA IPOHE gae / ha gai / ha Note Exp 17.5 0 25 - 0 26.25 0 - 0 105 30 - 17.5 26.25 50 25 17.5 105 90 48
    Table 16. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Cafenstrol (Lapost® Flowable) for Foliar Application in the Control of Weeds in a Rice Culture System.
    Compound ABenzyl Ester Cafenstrol Visual Weed Control (%) - 21 DAA IPOHE gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 10 - 17.5 0 30 -
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    0 26.25 0 - 4.38 26.25 20 0 8.75 26.25 40 10 17.5 26.25 45 30
    Benzyl Ester Compound Cafenstrol Visual Weed Control (%) - 21 DAA IPOHE gae / ha gai / ha Note Exp 17.5 0 10 - 0 210 10 - 17.5 210 30 19
    Compound ABenzyl Ester Cafenstrol Visual Weed Control(%) - 21 DAA SCPJU gae / ha gai / ha Note Exp 4.38 0 40 - 0 26.25 0 - 0 52.5 0 - 0 105 0 - 4.38 26.25 100 40 4.38 52.5 100 40 4.38 105 100 40
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    Table 17. Synergistic Activity of Herbicidal Compositions of Compound Acid and Benfuresate for Foliar Application in Herb Control
    Weeds in a Rice Culture System.
    Acid Compound Benfuresato Visual Weed Control (%) -22 DAA ECHCG ECHCO gae / ha gai / ha Note Exp Note Exp 5.3 0 65 - 65 - 10.6 0 55 - 65 - 0 75 0 - 0 - 0 150 0 - 0 - 0 300 0 - 0 - 5.3 75 65 65 80 65 10.6 75 80 55 80 65 5.3 150 75 65 85 65 10.6 150 90 55 85 65 5.3 300 90 65 85 65 10.6 300 90 55 90 65
    Acid Compound Benfuresato Visual Weed Control (%) -22 DAA LEFCH gae / ha gai / ha Note Exp 10.6 0 10 - 21.2 0 10 - 0 300 10 - 10.6 300 50 19 21.2 300 60 19
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    Acid Compound Benfuresato Visual Weed Control (%) -22 DAA CYPIR gae / ha gai / ha Note Exp 5.3 0 60 - 0 150 0 - 0 300 10 - 5.3 150 99 60 5.3 300 100 64
    Table 18. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Benfuresate for Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Benfuresato Visual Weed Control (%) -22 DAA ECHCG ECHCO gae / ha gai / ha Note Exp Note Exp 4.38 0 40 - 30 - 8.75 0 60 - 55 - 0 75 0 - 0 - 0 150 0 - 0 - 0 300 0 - 0 - 4.38 75 40 40 55 30 8.75 75 55 60 60 55 4.38 150 65 40 85 30 8.75 150 85 60 70 55 4.38 300 85 40 75 30 8.75 300 90 60 85 55
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    Compound ABenzyl Ester Benfuresato Visual Weed Control(%) - 22 DAA LEFCH gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 20 - 17.5 0 35 - 0 75 0 - 0 150 10 - 0 300 10 - 4.38 75 40 0 8.75 75 40 20 17.5 75 75 35 4.38 150 20 10 8.75 150 60 28 17.5 150 80 42 4.38 300 70 10 8.75 300 40 28 17.5 300 70 42
    Table 19. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Dimetenamide-P for Foliar Application in the Control of Weeds in a Rice Culture System.
    Compound ABenzyl Ester Dimetenamide-P Visual Weed Control (%) - 20 DAA ECHCO gae / ha gai / ha Note Exp 8 0 4016 0 6032 0 90
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    0 275 708 275 95 82 16 275 95 88 32 275 95 97
    Benzyl Ester Compound Dimetenamide-P Visual Weed Control(%) - 20 DAA CYPES gae / ha gai / ha Note Exp 8 0 0 - 16 0 75 - 0 275 0 - 8 275 100 0 16 275 100 75
    Table 20. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Flufenacete of Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Flufenacete Visual Weed Control (%) - 22 DAA BRAPP gae / ha gai / ha Note Exp 8 0 60 - 16 0 60 - 32 0 90 - 0 187.5 10 - 0 375 20 - 0 750 40 - 8 187.5 80 64 16 187.5 90 64
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    32 187.5 90 91 8 375 75 68 16 375 90 68 32 375 95 92 8 750 80 76 16 750 95 76 32 750 95 94
    Table 21. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Indanophane of Foliar Application in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Indanofano Visual Weed Control(%) - 19 DAA ECHCO gae / ha gai / ha Note Exp 8 0 65 - 0 37.5 0 - 0 75 0 - 0 150 35 - 8 37.5 80 65 8 75 85 65 8 150 90 77
    Benzyl Ester Compound Indanofano Visual Weed Control(%) - 19 DAA LEFCH gae / ha gai / ha Note Exp 16 0 45 - 32 0 50 - 0 37.5 0 -
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    0 75 0 - 16 37.5 60 45 32 37.5 50 50 16 75 65 45 32 75 60 50
    Table 22. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Mefenacet of Foliar Application in the Control of Weeds in a Rice Culture System.
    Compound ABenzyl Ester Mefenacete Visual Weed Control(%) - 22 DAA BRAPP gae / ha gai / ha Note Exp 8 0 65 - 16 0 80 - 32 0 85 - 0 50 0 - 0 100 0 - 0 200 0 - 8 50 80 65 16 50 90 80 32 50 85 85 8 100 75 65 16 100 90 80 32 100 99 85 8 200 80 65 16 200 90 80 32 200 90 85
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    Compound ABenzyl Ester Mefenacete Visual Weed Control(%) - 22 DAA LEFCH gae / ha gai / ha Note Exp 8 0 35 - 16 0 40 - 0 50 10 - 0 100 0 - 8 50 20 42 16 50 60 46 8 100 55 35 16 100 40 40
    Compound ABenzyl Ester Mefenacete Visual Weed Control (%) - 22 DAA CYPIR gae / ha gai / ha Note Exp 16 0 60 - 0 100 0 - 0 200 20 - 16 100 100 60 16 200 100 68
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    Table 23. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and S-Metolachlor of Foliar Application in the Control of
    Weeds in a Rice Culture System.
    Benzyl Ester Compound S-metolachlor Visual Weed Control(%) - 20 DAA ECHCG gae / ha gai / ha Note Exp 8 0 63 - 16 0 78 - 32 0 83 - 0 387.5 20 - 0 775 55 - 8 387.5 95 70 16 387.5 95 82 32 387.5 95 86 8 775 90 83 16 775 95 90 32 775 95 92
    Table 24. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Foliar Application Petoxamide in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Petoxamide Visual Weed Control(%) - 21 DAA LEFCHgae / ha gai / ha Note Exp 8 0 20 - 0 305 10 - 0 610 10 - 8 305 40 28
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    8 610 45 28
    Benzyl Ester Compound Petoxamide Visual Weed Control (%) -21 DAA CYPES CYPIR gae / ha gai / ha Note Exp Note Exp 8 0 85 - 30 - 0 305 0 - 40 - 0 610 25 - 80 - 0 1220 65 - 85 - 8 305 100 85 100 58 8 610 100 89 100 86 8 1220 95 95 100 90
    Table 25. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Pyroxsulfone of Foliar Application in the Control of Weeds in a Rice Culture System.
    Compound ABenzyl Ester Pyroxassulfone Visual Weed Control (%) - 22 DAA BRAPP gae / ha gai / ha Note Exp 8 0 60 - 16 0 60 - 32 0 90 - 0 29.5 0 - 0 59 0 - 0 118 20 - 8 29.5 75 60 16 29.5 50 60 32 29.5 90 90
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    8 59 75 60 16 59 85 60 32 59 99 90 8 118 80 68 16 118 95 68 32 118 99 92
    Compound ABenzyl Ester Pyroxassulfone Visual Weed Control (%) - 22 DAA ECHCG gae / ha gai / ha Note Exp 8 0 25 - 16 0 50 - 32 0 85 - 0 59 70 - 8 59 90 78 16 59 85 85 32 59 99 96
    BRAPP Urochloa platyphylla (Nash) R.D. Webster or Brachiaria platyphylla (Griseb.) Nash signalgrass, broadleaf CYPIR Cyperus would L. sedge rice CYPES Cyperus esculentus L. nutshell yellow DIGSA Digitaria sanguinalis (L.) Scop. bloody grass, broad ECHCG Echinocloa crusgalli (L.) Beauv. backyard grass ECHCO Echinocloa colona (L.) Link jungle rice IPOHE Ipomoea hederacea Jacq. morning glory, ivy ISCRU Ischaemum rugossum Salisb. saramollagrass LEFCH Leptochloa chinensis (L.) Nees sprangletop, Chinese SCPJU Schoenoplectus juncoides (Roxb.) Palla junco, Japan nês
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    121/163 gae / ha = acid equivalent in grams per hectare gai / ha = grams of active ingredient per hectare Obs = observed value
    Exp = expected value when calculated using the Colby equation
    DAA = days after application
    NT = not tested
    Example II. Evaluation of Herbicidal Mixtures Applied in Water to Control Weeds in Transplanted Flooded Rice [00128] Weed seeds or small nuts of the desired test plant species were planted in drenched soil (mud) prepared by mixing a non-sterilized mineral soil , fragmented (50.5 percent sludge, 25.5 percent clay, and 24 percent sand, with a pH of about 7.6 and an organic matter content of about 2.9 percent) and water in a volumetric ratio of 1: 1. The prepared sludge was distributed in 365 ml aliquots in 16 oz (oz.) unperforated plastic pots with a surface area of 86.59 square centimeters (cm 2 ) leaving a free top of 3 centimeters (cm) in each pot. The sludge was allowed to dry overnight before planting or transplanting. The rice seeds were planted in a Sun Gro MetroMix® 306 planting mixture, which typically has a pH of 6.0 to 6.8 and an organic matter content of about 30 percent, in plastic lid trays. The seedlings in the second or third phase of growth foliage were transplanted into 840 mL of mud contained in 32-oz unperforated plastic pots. with a surface area of 86.59 cm 2 4 days before herbicide application. The swamp was created by filling the free top of the pots with 2.5 to 3 cm of water. When required to ensure good germination and healthy plants, a fungicide treatment and / or other chemical or physical treatment was applied. The plants were grown for 4-22 days in a greenhouse with a photoperiod
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    122/163 of approximately 14 hr which was maintained at about 29 ° C during the day and 26 ° C at night. Nutrients were added as Osmocote® (19: 6: 12, N: P: K + secondary nutrients) in 2 g per 16-oz pot. and 4 g per 32-oz. pot. Water was added on a regular basis to keep the swamp from flooding, and supplementary lighting was provided with overhead 1000-Watt metal halide lamps as needed. The plants were used to test when they would reach the first to the fourth true leaf stage.
    [00129] The treatments consisted of the amino acid or esters of 4 amino-3- chloro-5-fluor-6- (4-chloro-2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylic acid (compound A) each formulated as a SC (suspension concentrate) and various herbicidal components alone and in combination. Compound A forms were applied based on an acid equivalent.
    [00130] Forms of compound A (compound of Formula I) tested include:
    OH
    Acid Compound
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    Compound A Benzyl Ester [00131] The herbicidal components were applied based on an active ingredient and included herbicides for inhibiting the synthesis of very long chain fatty acid (VLCFA) and inhibiting the synthesis of fatty acid / lipid acetochlor (material of grade technical), acetochlor + dichlormide formulated as Topnotch®, pretilachlor (technical grade material), butachlor formulated as Butaclor EC, fentrazamide formulated as Fentrazamide EC, thiobencarb formulated as Bolero® 8EC, cafenstrol formulated as Himeadow® WP or Lapost® Flowable, benfuresate formulated as Full Shot®, anilofos (technical grade material), mefenacet (technical grade material), molinate (technical grade material), and tenilchlor (technical grade material).
    [00132] The treatment requirements for each compound or herbicidal component were calculated based on the rates to be tested, the concentration of active ingredient or acid equivalent in the formulation, an application volume of 2 mL per component per pot, and an area of application of 86.59 cm 2 per pot.
    [00133] For formulated compounds, a measured quantity was placed in an individual 100 or 200 mL glass vial and dissolved in a volume of 1.25% (v / v) of oily Agri-Dex® culture concentrate for obtain application solutions. If the test compound did not dissolve easily, the mixture was heated and / or sonicated.
    [00134] For technical grade compounds, a heavy amount was placed in a 100 to 200 mL individual glass vial and dissolved in a volume of acetone to obtain concentrated raw material solutions. If the test compound did not dissolve easily, the mixture was heated and / or sonicated. The concentrated raw material solutions obtained were diluted with an equivalent volume of an aqueous mixture containing 2.5% (v / v) oily
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    [00135] The applications were made by injecting with a pipette, appropriate amounts of the application solutions, individually and sequentially, in the water layer of the swamp. Control plants were treated in the same way with the absolute solvent. The applications were made since all the treated plant material received the same concentrations of acetone and oily culture concentrate.
    [00136] The treated plants and the control plants were placed in a greenhouse as described above and water was added when necessary to keep the flooded from flooding. After approximately 3 weeks, the condition of the test plants when compared to that of untreated plants was determined visually and evaluated on a scale of 0 to 100 percent where 0 corresponds to no damage or growth inhibition and 100 corresponds to complete death.
    [00137] Colby's equation was used to determine the expected herbicidal effects of the mixtures (Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.).
    [00138] The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B:
    Expected = A + B - (A x B / 100)
    A = observed effectiveness of active ingredient A at the same concentration as used in the mixture.
    B = observed effectiveness of active ingredient B at the same concentration as used in the mixture.
    Some of the compounds tested, application rates employed, plant species tested, and results are given in Tables 26-48.
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    Table 26. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Acetochlor in the Control of Common Weeds in Rice Culture Systems.
    Acid Compound Acetochlor Visual Weed Control (%) -20 DAA ECHOR gae / ha gai / ha Note Exp 8.75 0 10 - 17.5 0 25 - 35 0 25 - 0 100 80 - 8.75 100 100 82 17.5 100 100 85 35 100 100 85
    Acid Compound Acetochlor Visual Weed Control (%) - 22DAA ECHCG gae / ha gai / ha Note Exp 8.75 0 0 - 17.5 0 15 - 35 0 15 - 0 100 65 - 8.75 100 99 65 17.5 100 100 70 35 100 100 70
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    Acid Compound Acetochlor Visual Weed Control (%) -20 DAA CYPRO gae / ha gai / ha Note Exp 8.75 0 0 - 17.5 0 70 - 0 100 20 - 0 200 75 - 8.75 100 100 20 17.5 100 100 76 8.75 200 100 75 17.5 200 99 93
    Table 27. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Acetochlor in the Control of Common Weeds in Rice Culture Systems.
    Benzyl Ester Compound Acetochlor Visual Weed Control (%) -20 DAA ECHOR CYPRO gae / ha gai / ha Note Exp Note Exp 4.38 0 10 - 0 - 8.75 0 20 - 20 - 17.5 0 50 - 95 - 0 100 80 - 20 - 4.38 100 100 82 95 20 8.75 100 100 84 99 36 17.5 100 100 90 100 96
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    Benzyl Ester Compound Acetochlor Visual Weed Control (%)- 22 DAA ECHCG gae / ha gai / ha Note Exp 4.38 0 10 - 8.75 0 25 - 17.5 0 60 - 0 100 65 - 4.38 100 100 69 8.75 100 100 74 17.5 100 100 86
    Benzyl Ester Compound Acetochlor Visual Weed Control (%) -20 DAA FIMMI gae / ha gai / ha Note Exp 4.38 0 30 - 8.75 0 60 - 0 100 80 - 0 200 20 - 4.38 100 100 86 8.75 100 100 92 4.38 200 100 44 8.75 200 100 68
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    Table 28. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid and Acetochlor + Diclormide Compounds in
    Control of Common Weeds in Rice Culture Systems.
    Compound Acetochlor + Visual Weed Control (%) - The Acid dichloride 20 DAA CYPRO gae / ha gai / ha * Note Exp 8.75 0 0 - 17.5 0 20 - 35 0 80 - 0 100 0 - 0 200 70 - 8.75 100 90 0 17.5 100 100 20 35 100 95 80 8.75 200 100 70 17.5 200 100 76 35 200 100 94
    * gai / ha refers to the active ingredient in acetachlor.
    Table 29. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Acetochlor + Diclormide in the Control of Common Weeds in Crop Culture Systems
    Rice.
    Benzyl Ester Compound Acetochlor + dichlormide Visual Weed Control (%) - 20 DAA CYPRO gae / ha gai / ha * Note Exp 4.38 0 70 -
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    8.75 0 30 - 0 100 0 - 0 200 70 - 4.38 100 99 70 8.75 100 100 30 4.38 200 100 91 8.75 200 100 79
    * gai / ha refers to the active ingredient in acetachlor.
    Table 30. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Pretilachlor to Control Weeds in a Rice Culture System.
    Acid Compound Pretilachlor Visual Weed Control (%) - 20DAA ECHOR CYPRO gae / ha gai / ha Note Exp Note Exp 8.75 0 10 - 0 - 17.5 0 25 - 70 - 35 0 25 - 90 - 0 75 0 - 0 - 0 150 30 - 0 - 8.75 75 35 10 0 0 17.5 75 85 25 100 70 35 75 80 25 100 90 8.75 150 95 37 75 0 17.5 150 80 48 100 70 35 150 100 48 100 90
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    Acid Compound Pretilachlor Visual Weed Control (%) - 20DAA FIMMI SCPJU gae / ha gai / ha Note Exp Note Exp 8.75 0 50 - 40 - 0 75 40 - 50 - 0 150 45 - 20 - 8.75 75 100 70 90 70 8.75 150 100 73 95 52
    Table 31. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Pretilachlor to Control Weeds in a Rice Culture System.
    Compound ABenzyl Ester Pretilachlor Visual Weed Control (%) - 20 DAA ECHOR gae / ha gai / ha Note Exp 4.38 0 10 - 8.75 0 20 - 17.5 0 50 - 0 75 0 - 0 150 30 - 4.38 75 85 10 8.75 75 75 20 17.5 75 95 50 4.38 150 85 37 8.75 150 95 44 17.5 150 99 65
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    Benzyl Ester Compound Pretilachlor Visual Weed Control (%) -20 DAA CYPRO FIMMI gae / ha gai / ha Note Exp Note Exp 4.38 0 0 - 30 - 8.75 0 20 - 60 - 0 75 0 - 40 - 0 150 0 - 45 - 4.38 75 0 0 100 58 8.75 75 85 20 100 76 4.38 150 40 0 100 62 8.75 150 75 20 100 78
    Table 32. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Acid and Butachlor in Weed Control in a Rice Culture System.
    Acid Compound Butaclor Visual Weed Control (%) - 21DAA ECHCG ECHOR gae / ha gai / ha Note Exp Note Exp 8.75 0 0 - 30 - 17.5 0 0 - 25 - 35 0 20 - 30 - 0 225 40 - 0 - 0 450 20 - 20 - 8.75 225 20 40 85 30 17.5 225 40 40 95 25 35 225 95 52 95 30 8.75 450 50 20 70 44 17.5 450 60 20 99 40
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    35 450 95 36 99 44
    Acid Compound Butaclor Visual Weed Control (%) - 21DAA CYPRO gae / ha gai / ha Note Exp 8.75 0 0 - 0 225 0 - 0 450 0 - 8.75 225 70 0 8.75 450 15 0
    Table 33. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Butachlor in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Butaclor Visual Weed Control (%) - 21DAA ECHCG ECHOR gae / ha gai / ha Note Exp Note Exp 4.38 0 15 - 0 - 8.75 0 20 - 15 - 17.5 0 75 - 10 - 0 225 40 - 0 - 0 450 20 - 20 - 4.38 225 45 49 75 0 8.75 225 75 52 99 15 17.5 225 95 85 95 10 4.38 450 50 32 50 20 8.75 450 70 36 95 32 17.5 450 95 80 95 28
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    CompoundBenzilEster Butaclor Visual Weed Control (%) - 21DAA CYPRO gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 30 - 0 225 0 - 0 450 0 - 4.38 225 30 0 8.75 225 85 30 4.38 450 80 0 8.75 450 60 30
    Table 34. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Fentrazamide in Weed Control in a Rice Culture System.
    Acid Compound Fentrazamide Visual Weed Control (%) -21 DAA ECHOR gae / ha gai / ha Note Exp 8.75 0 10 - 17.5 0 20 - 35 0 35 - 0 50 50 - 8.75 50 90 55 17.5 50 80 60 35 50 95 68
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    Table 35. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Fentrazamide of Foliar Application in the Control of Weeds in a Rice Culture System.
    Compound ABenzyl Ester Fentrazamide Visual Weed Control(%) - 21 DAA ECHOR gae / ha gai / ha Note Exp 4.38 0 25 - 8.75 0 25 - 17.5 0 60 - 0 50 50 - 4.38 50 70 63 8.75 50 85 63 17.5 50 95 80
    Table 36. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Thiobencarb in Weed Control in a Rice Culture System.
    Acid Compound Tiobencarb Visual Weed Control (%) - 20DAA ECHOR gae / ha gai / ha Note Exp 8.75 0 10 - 17.5 0 25 - 35 0 25 - 0 1120 60 - 8.75 1120 85 64 17.5 1120 99 70 35 1120 99 70
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    Table 37. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Thiobencarb in Weed Control in a Rice Culture System.
    Benzyl Ester Compound Thiobencarb Visual Weed Control (%)- 20 DAA ECHOR gae / ha gai / ha Note Exp 4.38 0 10 - 8.75 0 20 - 17.5 0 50 - 0 1120 60 - 0 2240 90 - 4.38 1120 99 64 8.75 1120 95 68 17.5 1120 100 80 4.38 2240 99 91 8.75 2240 99 92 17.5 2240 100 95
    Benzyl Ester Compound Thiobencarb Visual Weed Control (%)- 20 DAA CYPRO gae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 20 - 17.5 0 95 - 0 1120 0 - 0 2240 0 - 4.38 1120 0 0 8.75 1120 95 20
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    Benzyl Ester Compound Thiobencarb Visual Weed Control (%)- 20 DAA 17.5 1120 95 95 4.38 2240 90 0 8.75 2240 85 20 17.5 2240 100 95
    Table 38. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Cafenstrol (Himeadow® WP) in Weed Control in a Rice Culture System.
    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA ECHCG ECHOR gae / ha gai / ha Note Exp Note Exp 8.75 0 0 - 30 - 17.5 0 0 - 25 - 35 0 20 - 30 - 0 52.5 20 - 10 - 0 105 25 - 30 - 8.75 52.5 50 20 75 37 17.5 52.5 45 20 50 33 35 52.5 99 36 100 37 8.75 105 80 25 100 51 17.5 105 95 25 99 48 35 105 100 40 95 51
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    Table 39. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Cafenstrol (Himeadow®
    WP) in Weed Control in a Rice Culture System.
    Benzyl Ester Compound Cafenstrol Visual Weed Control (%) -21 DAA ECHCG ECHOR gae / ha gai / ha Note Exp Note Exp 4.38 0 15 - 0 - 8.75 0 20 - 15 - 17.5 0 75 - 10 - 0 52.5 20 - 10 - 0 105 25 - 30 - 4.38 52.5 95 32 50 10 8.75 52.5 95 36 100 24 17.5 52.5 100 80 100 19 4.38 105 60 36 85 30 8.75 105 99 40 100 41 17.5 105 100 81 99 37
    Benzyl Ester Compound Cafenstrol Visual Weed Control(%) - 21 DAA CYPROgae / ha gai / ha Note Exp 4.38 0 0 - 8.75 0 30 - 0 52.5 0 - 0 105 0 - 4.38 52.5 0 0 8.75 52.5 90 30
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    4.38 105 20 0 8.75 105 80 30
    Table 40. Synergistic Activity of Water Applications of Herbicidal Compositions of Acid Compound and Cafenstrol (Lapost® Flowable) in Weed Control in a Rice Culture System.
    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA ECHOR gae / ha gai / ha Note Exp 8.75 0 10 - 17.5 0 10 - 35 0 15 - 0 52.5 70 - 8.75 52.5 95 73 17.5 52.5 99 73 35 52.5 95 75
    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA CYPRO gae / ha gai / ha Note Exp 8.75 0 0 - 17.5 0 20 - 0 52.5 0 - 0 105 0 - 8.75 52.5 95 0 17.5 52.5 100 20 8.75 105 95 0 17.5 105 90 20
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    Acid Compound Cafenstrol Visual Weed Control (%) - 21DAA LEFCH gae / ha gai / ha Note Exp 35 0 5 - 70 0 23 - 0 210 38 - 35 210 58 41 70 210 55 52
    Table 41. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Cafenstrol (Lapost® Flowable) in Weed Control in a Rice Culture System.
    Benzyl Ester Compound Cafenstrol Visual Weed Control(%) - 21 DAA ECHOR gae / ha gai / ha Note Exp 4.38 0 25 - 8.75 0 25 - 17.5 0 25 - 0 52.5 70 - 4.38 52.5 90 78 8.75 52.5 99 78 17.5 52.5 99 78
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    CompoundBenzil Cafenstrol Visual Weed Control (%) - 21DAA LEFCH gae / ha gai / ha Note Exp 35 0 50 - 70 0 50 - 0 210 38 - 35 210 88 69 70 210 80 69
    Table 42. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Acid and Benfuresate (Full Slot®) in Weed Control in a Rice Culture System.
    Acid Compound Benfuresato Visual Weed Control (%) - 22DAA ECHCG gae / ha gai / ha Note Exp 42.4 0 30 - 0 75 0 - 0 150 0 - 42.4 75 50 30 42.4 150 95 30
    Acid Compound Benfuresato Visual Weed Control(%) - 22 DAA LEFCH gae / ha gai / ha Note Exp 10.6 0 20 - 21.2 0 40 - 42.4 0 60 -
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    0 75 0 - 0 150 0 - 10.6 75 20 20 21.2 75 40 40 42.4 75 100 60 10.6 150 60 20 21.2 150 80 40 42.4 150 100 60
    Table 43. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Benfuresate (Full Slot) in Weed Control in a Rice Culture System.
    Compound ABenzyl Ester Benfuresato Visual Weed Control (%) - 22 DAA ECHOR gae / ha gai / ha Note Exp 8.75 0 35 - 17.5 0 30 - 0 75 0 - 0 150 0 - 8.75 75 15 35 17.5 75 95 30 8.75 150 80 35 17.5 150 95 30
    Benzyl Ester Compound THE Benfuresato Visual Weed Control(%) - 22 DAA LEFCHgae / hagai / ha Note Exp 4.380 20 -
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    0 75 0 - 0 150 0 - 4.38 75 45 20 4.38 150 100 20
    Table 44. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Anilofos in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Anilofos Visual Weed Control(%) - 19 DAA ECHCG gae / ha gai / ha Note Exp 8 0 30 - 16 0 20 - 32 0 40 - 0 100 20 - 8 100 20 44 16 100 95 36 32 100 99 52
    Benzyl Ester Compound Anilofos Visual Weed Control (%) - 19 DAA ECHOR gae / ha gai / ha Note Exp 8 0 10 - 16 0 20 - 32 0 25 - 0 100 40 - 0 200 80 - 8 100 60 46
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    16 100 50 52 32 100 50 55 8 200 95 82 16 200 99 84 32 200 95 85
    Benzyl Ester Compound Anilofos Visual Weed Control (%) - 19 DAA CYPRO gae / ha gai / ha Note Exp 8 0 50 - 0 100 0 - 0 200 0 - 0 400 0 - 8 100 85 50 8 200 100 50 8 400 80 50
    Benzyl Ester Compound Anilofos Visual Control of Herbsnests (%) - 19 DAA FIMMI gae / ha gai / ha Note Exp 8 0 0 - 16 0 0 - 32 0 85 - 0 100 0 - 0 200 0 - 0 400 10 - 8 100 0 0
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    16 100 20 0 32 100 100 85 8 200 10 0 16 200 40 0 32 200 100 85 8 400 25 10 16 400 30 10 32 400 100 87
    Table 45. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Indanophane in the Control of Weeds in a Rice Culture System.
    Benzyl Ester Compound Indanofano Visual Weed Control (%) - 19 DAA LEFCH gae / ha gai / ha Note Exp 8 0 0 - 16 0 0 - 32 0 15 - 0 37.5 10 - 0 75 20 - 0 150 95 - 8 37.5 15 10 16 37.5 25 10 32 37.5 25 24 8 75 30 20 16 75 20 20 32 75 60 32 8 150 100 95
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    16 150 40 95 32 150 100 96
    Table 46. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Mefenacet in Weed Control in a Rice Culture System.
    Compound ABenzyl Ester Mefenacete Visual Weed Control(%) - 21 DAA ECHOR gae / ha gai / ha Note Exp 8 0 75 - 16 0 95 - 32 0 100 - 0 300 800 600 1000 1200 1008 300 100 48 16 300 99 64 32 300 100 74 8 600 100 68 16 600 100 78 32 600 100 84 8 1200 100 84 16 1200 100 89 32 1200 100 92
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    Table 47. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Molinate in the Control of
    Weeds in a Rice Culture System.
    Compound ABenzyl Ester Molinato Visual Weed Control(%) - 21 DAA ECHOR gae / ha gai / ha Note Exp 8 0 25 - 16 0 30 - 32 0 45 - 0 1400 55 - 0 2800 85 - 8 1400 65 66 16 1400 75 69 32 1400 90 75 8 2800 90 89 16 2800 99 90 32 2800 99 92
    Table 48. Synergistic Activity of Water Applications of Herbicidal Compositions of Compound Benzyl Ester and Tenilchlor in Weed Control in a Rice Culture System.
    Benzyl Ester Compound Tenilclor Visual Weed Control (%) - 19DAA ECHOR LEFCH gae / ha gai / ha Note Exp Note Exp 8 0 30 - 0 - 16 0 95 - 0 - 32 0 70 - 15 - 0 135 35 - 15 -
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    0 270 90 - 25 - 8 135 99 55 60 15 16 135 95 97 30 15 32 135 95 81 50 28 8 270 99 93 20 25 16 270 99 100 80 25 32 270 99 97 90 36 CYPRO Cyperus rotuna us L. purple nutshell
    ECHCG Echinocloa crusgalli (L.) Beauv. backyard grass
    ECHOR Echinocloa oryzoides (Ard.) Fritsch water grass, early
    FIMMI Fimbristylis miliacea (L.) Vahl fringerush, globe
    LEFCH Leptochloa chinensis (L.) Nees sprangletop, Chinese SCPJU Schoenoplectus juncoides (Roxb.) Palla junco, Japanese gae / ha = acid equivalent in grams per hectare gai / ha = grams of active ingredient per hectare
    Obs = observed value
    Exp = expected value when calculated using the Colby equation
    DAA = days after application
    Example III. Evaluation of Herbicidal Mixtures of Foliar Application in Post-emergence for Weed Control in Cereal Cultures in the Greenhouse.
    [00139] Seeds of the desired test plant species were planted in a Sun Gro MetroMix® 306 planting mixture, which typically has a pH of 6.0 to 6.8 and an organic matter content of about 30 percent, in plastic pots with a surface area of 103.2 square centimeters (cm 2 ). When required to ensure good germination and healthy plants, a fungicide treatment and / or other chemical or physical treatment was applied. The plants were
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    148/163 grown for 7-36 days in a greenhouse with a photoperiod of approximately 14 hours that was maintained at about 18 ° C during the day and 17 ° C at night. Nutrients and water were added on a regular basis and supplementary lighting was provided with overhead 1000-Watt metal halide lamps as needed. The plants were used to test when they would reach the second or third true phase of foliage.
    [00140] The treatments consisted of benzyl ester of 4 amino-3- chloro-5- fluorine-6- (4-chloro-2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylic acid (Compound A), formulated as a SC (suspension concentrate), and a second cereal herbicide alone and in combination.
    [00141] Forms of compound A (compound of Formula I) tested include:
    Compound A Benzyl Ester [00142] The measured aliquots of the benzyl ester of 4-amino-3-chloro-5-fluoro-6- (4-chloro-2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylic acid (Compound A ) were placed in 25 milliliter (mL) glass vials and diluted in a volume of 1.25% (v / v) of concentrated Agri-dex culture oil to obtain the raw material solutions. The compost requirements are based on an application volume of 12 mL at a rate of 187 liters per hectare (L / ha). Spray solutions of the second cereal herbicide and experimental compound mixtures were prepared by adding the raw material solutions to the
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    149/163 appropriate amount of dilution solution to form 12 mL of spray solution with active ingredients in two- and three-way combinations. The formulated compounds were applied to the plant material with an aerial Mandel trail sprayer equipped with an 8002E nozzle calibrated to release 187 L / ha over an application area of 0.503 square meter (m 2 ) at a spray height of 18 inches ( 46 cm) above the average plant cover. The control plants were sprayed in the same way with the absolute solvent.
    [00143] The treated plants and the control plants were placed in a greenhouse as described above and irrigated by sub-irrigation to prevent washing of the test compounds. After 20-22 days, the condition of the test plants when compared to that of the control plants was determined visually and evaluated on a scale of 0 to 100 percent where 0 corresponds to no damage and 100 corresponds to complete death.
    [00144] Colby's equation was used to determine the expected herbicidal effects of the mixtures (Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.).
    [00145] The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B:
    Expected = A + B - (A x B / 100)
    A = observed effectiveness of active ingredient A at the same concentration as used in the mixture.
    B = observed effectiveness of active ingredient B at the same concentration as used in the mixture.
    The test compounds, application rates employed, plant species tested, and results are given in Tables 49-50.
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    Table 49. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Foliar Application Flufenacet in the Control of
    Weeds in a Cereal Culture System.
    Benzyl Ester Compound Flufenacete Visual Weed Control (%) - 21DAA CIRAR KCHSC PAPRH gai / ha gai / ha Note Exp Note Exp Note Exp 2.5 0 48 - 20 - 48 - 5 0 39 - 41 - 28 - 10 0 60 - 62 - 35 - 0 60 0 - 5 - 0 - 0 120 0 - 5 - 5 - 0 240 17 - 17 - 7 - 2.5 60 53 48 63 24 50 48 2.5 120 48 48 70 24 63 50 5 60 60 39 55 44 40 28 5 120 63 39 73 44 73 32 5 240 70 49 84 51 43 33 10 240 80 67 86 68 84 39
    Benzyl Ester Compound Flufenacete Visual Weed Control (%) - 21DAA SASKR STEME gai / ha gai / ha Note Exp Note Exp 2.5 0 15 - 25 - 5 0 50 - 25 - 10 0 67 - 27 - 0 60 5 - 0 - 0 120 5 - 5 - 0 240 13 - 42 -
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    2.5 60 38 19 75 25 2.5 120 50 19 68 29 5 60 68 53 78 25 5 120 63 53 83 29 5 240 77 57 72 56 10 240 85 71 73 57
    Benzyl Ester Compound Flufenacete Visual Weed Control (%) - 21DAA CHEAL SINAR gai / ha gai / ha Note Exp Note Exp 2.5 0 50 - 70 - 5 0 58 - 73 - 0 60 0 - 5 - 0 120 0 - 8 - 2.5 60 75 50 83 72 2.5 120 75 50 88 72 5 60 83 58 84 74 5 120 80 58 85 75
    Table 50. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Prossulfocarb of Foliar Application in the Control of Weeds in a Cereal Culture System.
    CompoundBenzilEster Prossulfocarb Visual Weed Control (%) - 21DAA GALAP KCHSC BRSNW gai / ha gai / ha Note Exp Note Exp Note Exp 2.5 0 55 - 20 - 18 - 5 0 66 - 41 - 13 -
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    10 0 77 - 62 - 13 - 0 1000 15 - 10 - 5 - 0 2000 40 - 15 - 8 - 0 4000 67 - 75 - 27 - 2.5 1000 78 62 65 28 25 22 2.5 2000 78 73 73 32 58 24 5 1000 88 71 75 47 53 17 5 2000 88 80 78 50 55 20 5 4000 93 89 88 85 73 36 10 4000 94 92 92 90 79 36
    CompoundBenzilEster Prossulfocarb Visual Weed Control (%) - 21DAA PAPRH SASKR STEME gai / ha gai / ha Note Exp Note Exp Note Ex p 2.5 0 48 - 15 - 25 - 5 0 28 - 50 - 25 - 10 0 35 - 67 - 27 - 0 1000 5 - 5 - 0 - 0 2000 10 - 5 - 10 - 0 4000 13 - 63 - 73 - 2.5 1000 48 50 45 19 50 25 2.5 2000 50 53 65 19 58 33 5 1000 85 32 58 53 55 25 5 2000 60 35 73 53 35 33 5 4000 63 38 80 82 91 80 10 4000 93 44 85 88 81 80
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    CompoundBenzilEster Prossulfocarb Visual Weed Control (%) -21 DAA CHEAL SINAR gai / ha gai / ha Note Exp Note Exp 2.5 0 50 - 70 - 5 0 58 - 73 - 0 1000 10 - 13 - 0 2000 15 - 18 - 2.5 1000 83 55 88 74 2.5 2000 75 58 83 75 5 1000 83 62 86 76 5 2000 88 64 89 77
    BRSNW Brassica napus L. rapeseed, oilseed(Winter) CHEAL Chenopodium album L. anserines, common CIRAR Cirsium arvense (L.) Scop. thistle, canada GALAP Galium aparine L. beers, catchweed be-
    dstraw
    KCHSC Kochia scoparia (L.) Schrad. kochia PAPRH Papaver rhoeas L. poppy, common SASKR Salsola tragus L. thistle, Russia SINAR Sinapis arvensis L. mustard, wild STEME Stellaria media (L.) Vill. chickweed
    common
    Example IV. Evaluation of Herbicidal Mixtures Applied to Preemergent Soil for Weed Control [00146] Seeds or small nuts of the desired test plant species were planted in a soil matrix prepared by mixing a soil with clay (32 percent sludge) , 23 percent of
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    154/163 clay, and 45 percent sand, with a pH of about 6.5 and an organic matter content of about 1.9 percent) and limestone sand in a ratio of 80 to 20. The matrix of soil was contained in plastic pots with a volume of 1 quarter gallon and a surface area of 83.6 square centimeters (cm 2 ).
    [00147] The treatments consisted of benzyl ester of 4 amino-3- chloro-5- fluorine-6- (4-chloro-2-fluoro-3-methoxy-phenyl) pyridine-2-carboxylic acid (compound A) formulated as a SC ( suspension concentrate) and various herbicidal components alone and in combination. Compound A forms were applied based on an acid equivalent.
    [00148] Forms of compound A (compound of Formula I) tested include:
    Compound A Benzyl Ester [00149] Other herbicidal components were applied based on an active ingredient and included herbicides for inhibiting the synthesis of very long chain fatty acid (VLCFA) and inhibiting the synthesis of fatty acid / alachlor lipid (material of grade technical), dimetenamideP formulated as Outlook®, and S-metolachlor formulated as Dual® II Magnum.
    [00150] Treatment requirements were calculated based on the rates to be tested, the concentration of active ingredient or acid equivalent in the formulation, and an application volume of 12 mL at a rate of 187 L / ha.
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    155/163 [00151] For extended treatments of formulated compounds, measured amounts of compounds were individually placed in 25 mL glass vials and diluted in a volume of 1.25% (v / v) of oily culture concentrate from Agri- Dex® (COC) to obtain 12X raw material solutions. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. The application solutions were prepared by adding an appropriate amount of each raw material solution (for example, 1 mL) and diluted to the appropriate final concentrations with the addition of 10 mL of a 1.25% (v / v) COC since the final spray solutions contained 1.25% (v / v) COC.
    [00152] For treatments comprised of technical compounds, heavy amounts can be placed individually in 25 mL glass vials and dissolved in a 97: 3 (v / v) volume of acetone / DMSO to obtain the raw material solutions 12X. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. Application solutions can be prepared by adding an appropriate amount of each raw material solution (for example, 1 ml) and diluted to the appropriate final concentrations with the addition of 10 ml of a 1.5% aqueous mixture (v / v) COC since the final spray solutions contained 1.25% (v / v) COC. When technical materials are used, concentrated raw material solutions can be added to the spray solutions since the final acetone and DMSO concentrations of the application solutions are 16.2% and 0.5%, respectively.
    [00153] For treatments comprised of technical and formulated compounds, heavy amounts of the technical materials were placed individually in 25 mL glass vials and dissolved in a 97: 3 (v / v) volume of acetone / DMSO to obtain the solutions of 12X raw material, and measured quantities of compounds forPetition 870180158421, of 12/04/2018, p. 161/178
    156/163 stains were placed individually in 25 mL glass vials and diluted in a volume of 1.5% (v / v) of COC or water to obtain 12X raw material solutions. If a test compound did not dissolve easily, the mixture can be heated and / or sonicated. Application solutions were prepared by adding an appropriate amount of each raw material solution (for example, 1 mL) and diluted to the appropriate final concentrations with the addition of an appropriate amount of a 1.5% aqueous mixture (v / v) COC since the final spray solutions were 1.25% (v / v) COC. When required, additional water and / or 97: 3 (v / v) acetone / DMSO were added to the individual application solutions as the final acetone and DMSO concentrations of the application solutions to be compared were 8.1% and 0 , 25%, respectively.
    [00154] All raw material solutions and application solutions were visually inspected for compatibility of the compound before application. Spray solutions were applied to the soil with an aerial Mandel trail sprayer equipped with 8002E nozzles calibrated to release 187 L / ha over an application area of 0.503 m 2 at a spray height of 18 inches (46 cm) above the average height of the pot. Control pots were sprayed in the same manner with the absolute solvent.
    [00155] The treated and control pots were placed in a greenhouse and irrigated to the top when necessary. When required to ensure good germination and healthy plants, a fungicide treatment and / or other chemical or physical treatment was applied. The pots were kept in a greenhouse with a photoperiod of approximately 14 hr which was kept at about 29 ° C during the day and 26 ° C at night. The nutrients (Peters ® Excel 15-5-15 5-Ca 2Mg) were applied to the irrigation solution and water was added on a regular basis. Supplementary lighting was provided with lamp
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    157/163 of 1000-Watt overhead metal halide when needed. After approximately 4 weeks, the condition of the test plants when compared to that of the untreated plants was determined visually and evaluated on a scale of 0 to 100 percent where 0 corresponds to no damage or inhibition of growth and 100 corresponds to complete death.
    [00156] Colby's equation was used to determine the expected herbicidal effects of the mixtures (Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.).
    [00157] The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B:
    Expected = A + B - (A x B / 100)
    A = observed effectiveness of active ingredient A at the same concentration as used in the mixture.
    B = observed effectiveness of active ingredient B at the same concentration as used in the mixture.
    [00158] Some of the tested compounds, application rates employed, tested plant species, and results are given in Tables 51-54.
    Table 51. Synergistic Activity of Applications Applied to Soil, in Pre-Emergence of Herbicidal Compositions of Compound Benzyl Ester and Alachlor in Weed Control
    Compound ABenzyl Ester Alachlor Visual Weed Control(%) - 27 DAA IPOHE gae / ha gai / ha Note Exp 32 0 28 - 0 1240 5 -
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    0 2480 13 - 32 1240 35 31 32 2480 55 37
    Table 52. Synergistic Activity of Applications Applied to Soil, in Pre-Emergence of Herbicidal Compositions of Compound Benzyl Ester and Dimetenamide-P in Weed Control
    Compound A Dimetenamide- Visual Weed Control Benzyl Ester P (%) - 29 DAA XANST gae / ha gai / ha Note Exp 32 0 5 - 0 410 23 - 0 820 30 - 0 1640 50 - 32 410 48 26 32 820 43 34 32 1640 68 53
    Table 53. Synergistic Activity of Applications Applied to Soil, in Pre-Emergence of Herbicidal Compositions of Compound Benzyl Ester and S-Metolachlor in Weed Control
    Benzyl Ester Compound S-metolachlor Visual Weed Control (%)- 28 DAA IPOHE gae / ha gai / ha Note Exp 16 0 13 - 32 0 23 - 0 387.5 25 - 0 775 0 - 0 1550 33 -
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    16 387.5 48 34 32 387.5 53 42 16 775 45 13 32 775 38 23 16 1550 65 41 32 1550 53 48
    Table 54. Synergistic Activity of Applications Applied to Soil, in Pre-Emergence of Herbicidal Compositions of Compound Benzyl Ester and Petoxamide in Weed Control
    Benzyl Ester Compound Petoxamide Visual Weed Control(%) - 33 DAA IPOHE g ae / ha g ai / ha Note Exp 16 0 0 - 32 0 5 - 0 305 5 - 0 610 7 - 0 1220 27 - 16 305 65 5 32 305 40 10 16 610 43 7 32 610 45 11 16 1220 40 27 32 1220 50 30
    IPOHE Ipomoea hederacea (L.) Jacq. morning glory, ivy
    XANST Xantium strumarium L. thistle, common gae / ha = acid equivalent in grams per hectare gai / ha = grams of active ingredient per hectare
    Obs = observed value
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    Exp = expected value when calculated using the Colby equation
    DAA = days after application
    Example V. Evaluation of Herbicidal Activity of Mixtures Applied Under Field Conditions in Transplanted Rice [00159] Post and pre-emergence field experiments were conducted in Niigata, Japan. The experiment sites were located in commercially cultivated transplanted rice fields (Oryza sativa, variety: Koshihikari) using the small pot research methodology with standard herbicide. The size of the experiment pot was 2 meters (m) x 2 m with 3 replications. Sowing plants were grown in the greenhouse using practical methods and transplanted in the field at the stage of 2.5 leaves on May 7, 2012. The row and row spaces were 30 cm and 17 cm, respectively. The crop was grown using normal crop practices for fertilization, water management and maintenance to ensure good crop and weed growth.
    [00160] The treatments consisted of benzyl ester of 4 amino-3- chloro-5- fluorine-6- (4-chloro-2-fluoro-3-methoxyphenyl) pyridine-2-carboxylic acid (Compound A) formulated as a SC (concentrate of suspension) and various herbicidal components alone and in combination. Compound A benzyl ester was applied based on an active ingredient. The herbicidal components were applied based on an active ingredient and the herbicides inhibiting the synthesis of very long chain fatty acid (VLCFA) and the biosynthesis of fatty acid / lipid pretilachlor formulated as a commercially available granular formulation and benfuresate formulated as a formulation commercially available
    [00161] Compound The benzyl ester SC was diluted once in 100 mL of water in the 200 mL flask / pot to obtain the desired rates and applied by water injection. The water applications were made maintenance 870180158421, from 12/04/2018, p. 166/178
    161/163 as uniformly as possible. Pretilachlor was applied manually, and benfuresate was applied using a pipette to obtain the desired rates. Each compound in the mixing treatments was applied separately and successively. The water depth was 3 cm when applied. Treatments were evaluated at 25 and 40 days after application (DAA) for post-emergence and pre-emergence experiments respectively compared to untreated control plants. Visual weed control was scored on a scale of 0 to 100 percent where 0 corresponds to no damage and 100 corresponds to complete death.
    [00162] All treatment results, also for the single product and mixtures, are an average of 3 replications. Experiment sites had naturally occurring weed populations. The weed spectrum included, but was not limited to, common backyard grass (Echinocloa crus-galli, ECHCG), monorail (Monochoria vaginalis, MOOVA), Japanese reed (Scirpus juncoides, SCPJU), kuroguwai (Eleocharis kuroguwai, ELOKU) , common chickweed (Lindernia pyxidaria, LIDPY), Souchet tardif (Cyperus serotinus, CYPSE), small flower flower (Cyperus difformis, CYPDI), American Waterwort (Elatine triandra, ELTTR), and marshweed (Poligonum hydropipero POLHP).
    [00163] Colby's equation was used to determine the expected herbicidal effects of the mixtures (Colby, S.R. 1967. Calculation of the synergistic and antagonistic response of herbicide combinations. Weeds 15: 20-22.).
    [00164] The following equation was used to calculate the expected activity of mixtures containing two active ingredients, A and B:
    Expected = A + B - (A x B / 100)
    A = observed effectiveness of active ingredient A at the same concentration as used in the mixture.
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    B = observed effectiveness of active ingredient B at the same concentration as used in the mixture.
    [00165] Some of the tested compounds, application rates employed, tested plant species, and results for submerged weed control (weeds that have not yet emerged from flooding) are given in Table 55.
    [00166] Some of the compounds tested, application rates employed, plant species tested, and results for weed control in early post-emergence are given in Tables 56-57.
    Table 55. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Benfuresate Applied in Water to Control Submerged Weeds in a Transplanted Rice Culture System When Evaluated 31 DAA (Days After Application) in Japan.
    Benzyl Ester Compound Benfuresato Visual Weed Control (%) -31 DAA SCPJU POLHP gai / ha gai / ha Note Exp Note Exp 100 0 87.7 - 68.3 - 0 600 64.3 - 94.3 - 100 600 99.7 95.6 100.0 98.2
    Table 56. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Benfuresate Applied in Water to Control
    Early Post-emergence Weeds in a Transplanted Rice Culture System When Evaluated 11-16 DAA (Days After
    Japan).
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    Benzyl Ester Compound Benfuresato Visual Weed Control (%) -11 & 16 DAA ECHCG (11 DAA) ECHCG (16 DAA) gai / ha gai / ha Note Exp Note Exp 100 0 3.3 - 20.0 - 0 600 6.7 - 20.0 - 100 600 82.3 9.8 89.3 36.0
    Table 57. Synergistic Activity of Herbicidal Compositions of Compound Benzyl Ester and Pretilachlor Applied in Water to Control Weeds in Early Post-Emergence in a Transplanted Rice Culture System When Evaluated 11 DAA (Days After Application) in Japan.
    Benzyl Ester Compound Pretilachlor Visual Weed Control (%) -11 DAA ECHCG gai / ha gai / ha Note Exp 100 0 6.7 - 0 400 46.7 - 100 400 89.3 50.3
    gai / ha = grams of active ingredient per hectare
    Obs = observed value
    Exp = expected value when calculated using the Colby equation
    DAA = days after application
    ECHCG Echinocloa crusgalli (L.) Beauv. backyard grass
    POLHP Poligonum hydropiperoides Michx. marshweed, marshy
    SCPJU Schoenoplectus juncoides (Roxb.) Palla junco, Japanese
    权利要求:
    Claims (9)
    [1]
    claims
    1. Synergistic herbicidal composition, characterized by the fact that it comprises a herbicidally effective amount of:
    (b) VLCFA and fatty acid / lipid synthesis inhibiting herbicides selected from acetochlor, alachlor, anilophos, benfuresate, cafenstrol, dimethenamide-P, fentrazamide, indanophane, mefenacet, S-metolachlor, molinate, petoxamide, pretylachlor, piroxylone, piroxylone , butachlor and thiobencarb, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is acetochlor, then the weight ratio of (a) to (b) is 1: 1 to 1:46, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is alachlor, then the weight ratio of (a) to (b) is 1:39 to 1:78, where when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is anilophos, then the weight ratio of (a) to (b) -is 1: 3 to 1:50, and when (a) it is a compound of Formula (I) or benzyl ester thereof and (b) it is benfuresate, then the weight ratio from (a) to (b) is 1: 1.8 to 1:57, when (a) it is a compound of Formula (I) or benzyl r of it and (b) is cafenstrol, so the weight ratio from (a) to (b) is 1: 1.5 to 1:24,
    Petition 870190016293, of 02/18/2019, p. 4/11
    [2]
    2/4 where (a) it is a compound of Formula (I) or benzyl ester thereof and (b) is dimethenamide-P, then the weight ratio from (a) to (b) is 1: 5 , 2, 1: 12,8, 1: 17,2, 1: 25,6 and 1: 34,4, when (a) it is a compound of Formula (I) or benzyl ester thereof and (b) is fentrazamide, so the weight ratio from (a) to (b) is 1: 2 to 1:19, and when (a) it is a compound of Formula (I) or benzyl ester thereof and (b) is indanofan, then the weight ratio from (a) to (b) is 1: 2.3, 1: 4.7, 1: 9.4 and 1: 18.8, and when (a) a compound of Formula (I) or benzyl ester thereof and (b) is mefenacet, so the weight ratio from (a) to (b) is 1: 2 to 1: 150, where when (a) it is a compound of Formula (I) or benzyl ester thereof and (b) is S-metolachlor, so the weight ratio of (a) to (b) is 1: 12.1, 1: 24.2, 1 : 48.4 and 1: 96.8, where (a) is a compound of Formula (I) or benzyl ester thereof and (b) is molinate, then the weight ratio from (a) to (b ) is 1:44 to 1: 194, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is petoxamide, then the weight ratio from (a) to (b ) is 1:10 to 1: 150, when (a) it is a compound of Formula (I) or benzyl ester thereof and (b) it is pretylachlor, then the weight ratio from (a) to (b ) is from 1: 2 to 1:34, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is pyroxsulfone, then the weight ratio from (a) to (b ) is 1: 1 to 1:15, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is tenilchlor, then the weight ratio of (a) to (b ) is 1: 1 to 1:34,
    Petition 870190016293, of 02/18/2019, p. 5/11
    [3]
    3/4 where (a) it is a compound of Formula (I) or benzyl ester thereof and (b) is butachlor, then the weight ratio from (a) to (b) is 1: 6 to 1 : 102, and when (a) is a compound of Formula (I) or benzyl ester thereof and (b) is thiobencarb, then the weight ratio from (a) to (b) is from 1:32 to 1 : 511.
    2. Composition according to claim 1, characterized by the fact that it also comprises an agriculturally acceptable vehicle or adjuvant.
    3. Composition according to claim 1 or 2, characterized by the fact that it also comprises a herbicidal protector.
    [4]
    4. Method for controlling undesirable vegetation, characterized by the fact that it comprises the stage of contacting a plant, the plant being an undesirable vegetation, or the location of the plant, soil or water, where soil or water allows growth of undesirable vegetation, with a herbicidally effective amount of a composition, as defined in any one of claims 1 to 3.
    [5]
    5. Method, according to claim 4, characterized by the fact that the undesirable vegetation is controlled in direct sown rice, sown in water and transplanted, cereals, wheat, barley, oats, rye, sorghum, corn (corn) / corn (maize), sugar cane, sunflower, rapeseed oil, canola, beet, soy, cotton, pineapple, pastures, lawns, grazing land, fallow, grass, vine and aquatic trees and orchards, industrial vegetation management (IVM) or easements of passage (ROW).
    [6]
    6. Method according to claim 4 or 5, characterized by the fact that (a) and (b) are applied pre-emergently to the plant or crop.
    [7]
    7. Method according to any of the claims
    Petition 870190016293, of 02/18/2019, p. 6/11
    4/4
    4 to 6, characterized by the fact that undesirable vegetation is controlled in glyphosate-tolerant crops, 5enolpyruvylchiquimate-3-phosphate (EPSP) synthase, glyphosinate, glutamine synthetase inhibitor, dicamba, phenoxy auxin, pyridyloxy auxin, synthetic auxin, auxin transport inhibitor, aryloxyphenoxypropionate, cyclohexanedione, phenylpyrazoline, acetyl CoA carboxylase inhibitor (ACCase), imidazolinone, sulfonylurea, pyrimidinylthiobenzoate, triazolopyrimidine, sulfonylaminocarbonylhydroxy acid (4) hydroxyphenylpyruvate dioxigenase (HPPD), phyteno desaturase inhibitor, carotenoid biosynthesis inhibitor, protoporphyrinogen oxidase (PPO) inhibitor, cellulose biosynthesis inhibitor, mitosis inhibitor, microtubule inhibitor, very long chain fatty acid inhibitor fatty acid and lipid biosynthesis inhibitor, photosystem inhibitor I, photosystem II inhibitor, triazine or bromoxynil.
    [8]
    8. Method, according to claim 7, characterized by the fact that the tolerant culture has multiple or stacked characteristics conferring tolerance to multiple herbicides or multiple modes of action.
    [9]
    Method according to any one of claims 4 to 8, characterized by the fact that the vegetation comprises a herbicide resistant or tolerant plant.
    类似技术:
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    同族专利:
    公开号 | 公开日
    JP6220874B2|2017-10-25|
    UA115990C2|2018-01-25|
    CL2015000182A1|2015-04-24|
    ES2717283T3|2019-06-20|
    PE20150906A1|2015-05-31|
    RU2015106020A|2016-09-10|
    RU2632972C2|2017-10-11|
    JP2015528809A|2015-10-01|
    CO7200283A2|2015-02-27|
    TWI655905B|2019-04-11|
    EP2877008A1|2015-06-03|
    US20130310256A1|2013-11-21|
    IL236854D0|2015-03-31|
    CN104640447A|2015-05-20|
    BR102013018473A2|2015-02-18|
    WO2014018397A1|2014-01-30|
    US9644469B2|2017-05-09|
    KR102118567B1|2020-06-03|
    MX2015001150A|2015-09-07|
    AU2013293310B2|2017-05-04|
    PL2877008T3|2019-07-31|
    IL236854A|2019-07-31|
    EP2877008B1|2019-01-02|
    SG11201500530RA|2015-02-27|
    HK1209589A1|2016-04-08|
    PH12015500147A1|2015-03-16|
    PH12015500147B1|2015-03-16|
    IN2015DN01385A|2015-07-03|
    AU2013293310A1|2015-03-05|
    CN104640447B|2018-04-06|
    CA2879989A1|2014-01-30|
    AR091900A1|2015-03-11|
    TW201406299A|2014-02-16|
    UY34940A|2014-02-28|
    ZA201501145B|2017-07-26|
    EP2877008A4|2016-01-20|
    KR20150039785A|2015-04-13|
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    EP3679794A1|2019-11-27|2020-07-15|Bayer AG|Herbicidal compositions|
    法律状态:
    2015-02-17| B03A| Publication of an application: publication of a patent application or of a certificate of addition of invention|
    2016-10-11| B06F| Objections, documents and/or translations needed after an examination request according art. 34 industrial property law|
    2018-09-11| B06A| Notification to applicant to reply to the report for non-patentability or inadequacy of the application according art. 36 industrial patent law|
    2019-01-08| B06A| Notification to applicant to reply to the report for non-patentability or inadequacy of the application according art. 36 industrial patent law|
    2019-04-09| B09A| Decision: intention to grant|
    2019-06-18| B16A| Patent or certificate of addition of invention granted|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 19/07/2013, OBSERVADAS AS CONDICOES LEGAIS. (CO) 20 (VINTE) ANOS CONTADOS A PARTIR DE 19/07/2013, OBSERVADAS AS CONDICOES LEGAIS |
    优先权:
    申请号 | 申请日 | 专利标题
    US201261675105P| true| 2012-07-24|2012-07-24|
    US61/675.105|2012-07-24|
    US13/840.306|2013-03-15|
    US13/840,306|US9644469B2|2012-07-24|2013-03-15|Herbicidal compositions comprising 4-amino-3-chloro-5-fluoro-6- pyridine-2-carboxylic acid or a derivative thereof and VLCFA and lipid synthesis inhibiting herbicides|
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