![]() Unwanted vegetation control method
专利摘要:
Ureas and isoureas of the formula <CHEM> wherein W min is O or S A min is H, Cl, Br, alkyl, OCH3, NO2 or CF3; A is a wide variety of ester or thioester groups or derivatives thereof; <CHEM> where R4 is H or CH3 R5 is H, CH3 or OCH3 W is O or S R<IV> is alkyl or alkenyl; and R1 is a pyrimidyl or triazinyl moiety which is optionally substituted; exhibit potent herbicidal activity and may be of interest for regulating plant growth. The compounds can be formulated for use in conventional manner. They may be prepared by a variety of processes, e.g. by reacting a heterocyclic sulfonyl isocyanate or isothiocyanate of formula <CHEM> with an appropriate amine HNR5R1. Some of the compounds V form a further aspect of the invention. They can be made from the corresponding sulfonamide by reaction with CS2 and phosgene. Further intermediates of formula <CHEM> where R<1> is H or a cation of an alkali metal or tertiary amine are also within the scope of the invention. 公开号:SU1748629A3 申请号:SU884356634 申请日:1988-10-18 公开日:1992-07-15 发明作者:Левитт Джордж 申请人:Е.И.Дюпон Де Немур Энд Компани (Фирма); IPC主号:
专利说明:
This invention relates to chemical methods for controlling weeds and unwanted vegetation. The purpose of the invention is to increase the germicidal effect of a method for controlling undesirable vegetation based on the use of supraphylurea derivatives. Example 1. Preparation of methyl 3 - (, 6-dimethylpyrimidin-2-yl) aminocarbonyl-aminosulfonyl-thiophene-2-carboxylic acid methyl ester (compound 1) 2.7 g of 2-methoxycarbonyl-3-thiophenesulfonyl isocyanate are added with stirring to a mixture of 1.23 g of 2-aminoH- +, 6-dimethylpyrimidine and 30 ml of anhydrous acetonitrile, the mixture is heated to boiling and until complete dissolution of the undissolved products After that, the reaction mass is cooled, stirred for 2 hours, the solid is filtered off and washed with anhydrous ether and the final product is obtained with mp 191-193 ° C (with decomposition). Under the conditions of Example 1, other proposed active substances are obtained, listed in Table 1. PRI mme R 2. Determination of Herbicidal Action. Seeds of experimental plants are planted in a prepared soil (in special vessels) and immediately after this the soil is treated with thieves of active substances (pre-emergence treatment) „ At the same time, experimental plants grown under greenhouse conditions to a certain stage of development are treated with solutions of active substances (post-emergence treatment). Control plants are treated with pure solvent and grown together with everyone in the greenhouse. Evaluation of the herbicidal action was carried out 16 days after treatment on a scale from 0 to 10: 0 — no damage, 10 — complete death of plants “ . Accompanying symbols mean: B - burns; G - growth retardation; Ct - chlorosis; D - leaf fall; GY - abscission of flower buds; GF - late bloom; U - unusual coloring; S - albinism; E is the suppression of germination; (-g - growth effects. five 0 five 0 five 0 five 0 five The results of the experiments are presented in Table “20 PRI me R 3. Dovskhodovskaya processing (secondary assessment). Special plastic vessels filled with prepared silt-clay soil were sown in them with the seeds of experimental plants and were treated with active substances until germination. Evaluation of herbicidal action on-. Visually determined 28 days after treatment. The rating scale is the same as in example 2, The results of the experiments are presented in table 3 PRI meer k. Herbicidal protection of wheat and barley. Two ten inch plastic trays tied with plastic rope were filled with pso-prepared falchington silty-clay soil. In one tray: whether the seeds of wheat, barley, ova, blood fire, fire, grass foxtail, foxtail, ovine, annual wheat grass, green foxtail, chorono, chaff, and harsh bonfire. In another pallet, seeds of Russian salt, desquine, peppercorns, Eastern sverbigi, kohii, shepherd's purse, jars, black nightshade, common rape, field mustard, and currant seed were sown above The two above pallets were treated before germination. At the same time, the two pallets in which the above plants were growing were treated by the method after germination. Plant growth to The amount of treatment was from 1 to 15 cm, depending on the type of plant. The applied compounds were diluted with a non-phytotoxic solvent and sprayed on top of the plants. For comparison, untreated control plants treated with solvent alone were used. The treated plants were kept for 20–1 days in the greenhouse, after which the treated plants were compared with the controls and the extent of the effect of the treatment was visually assessed. The data obtained are presented in Table “L The rating scale is similar to Example 2. PRI me R 5. Comparative awards. Under the conditions of Example 2, comparative experiments were performed with known herbicide analogues. Table 5 presents the active substances and the results are relatively experiences " Known compound 1 About m SN and N e H3C S, S02NHCNH- O |) N Known compound 2 sn, about II ln H3CXoAS02NHCNH4aN. Known compound 3 PI Ministry of Emergency Situations V G ASA S02MHGKIH- (aN .. Known compound k ll rnrS02HHCNH-4 NH5 C1ASAC1 YCHOSN3
权利要求:
Claims (1) [1] Claims of Invention A method of controlling undesirable vegetation by treating it or the soil on which it is produced with a sulfonylurea derivative, characterized in that, in order to increase the herbicidal effect, a compound of general formula is used as a derivative of syphonylurea. R-O-S02NHCNRtR, W where R is formyl, carboxyl, methoxycarbonyl, ethoxycarbonyl, isopropyl-hydroxycarbonyl, sec-butyloxycarbonyl, benzyloxycarbonyl, allyloxy-t-carbonyl, 1-methyllyloxycarbonyl, 1-methylpropargyloxycarbonyl, me-1 toxicamycone, i-methyltoxycarbonyl, 1-methylpropylglyloxycarbonyl, 1-methylpropylglyloxycarbonyl, 1-methylpropylglyloxycarbonyl, 1-methylpropylglyloxycarbonyl N-methyp-N-ethylaminocarbonyl, N-methyl-N-methoxyaminocarbonyl, tetramethylenini nocarbonyl, pentamethyleniminocarbonium. N x (a) T X is hydrogen, chlorine, methyl, methoxy, ethoxy; (g) -4 Y is methyl, ethyl, methoxy, methoxy-thio, methoxymethyl, ethoxymethyl, isopropyloxy, trifluoromethyl, 2-fluoroethyloxy, 2,2-dyl-ethyloxy, 2,2,2-trifluoro-ethyloxy, methylamino, dimethyl-amino, allyloxy; ZCH- or N Q R2 is hydrogen or methyl; W is oxygen or sulfur, provided that W is oxygen, then R is methoxy carbonyl; R is a group (a), where X and Y are, independently of each other, methyl or methoxy; Ra is hydrogen, if methyl, then R is methoxycarbonyl, and R is group (a), where X is methoxy, and Y is methyl or methoxy; if the group is 0 (g /, then R is methoxycarbonyl, RJJ is hydrogen, and W is sulfur; in the amount of 0.007 - 2 kg / ha. Priority featured: 5 30.H „79 with R - carboxyl, methoxycarbonyl, ethoxycarbonyl, isopropyloxycarbonyl, sec-butyloxycarbonyl, benzyloxycarbonyl, allylloxycarbonyl, 1-methylallyloxycarbonyl, 0-bonyl, 1-methylpropylargyloxycarbonyl, methoxyaminocarbonyl, nitroushen, nitroxyne, nitroxycarbonyl, nitroxycarbonyl, nitroxycarbonyl ethylaminocarbonyl, L-methyl-I-methoxyaminocarbonyl, tetramethyleneiminocarbonyl, five 0 1methyleniminocarbonyl; R v 3z. x tf X is hydrogen, chlorine, methyl, methoxy, 0 ethoxy; Y is methyl, ethyl, methoxy, methylthio, methoxymethyl, - ethoxymethyl, iopropyloxy, trifluoromethyl, 2-fluoro-, Ugyloxy, 2,2-difluoroethyloxy, 2,2,2-tripho-ethyl ethyl, methylamino, dimethylamino, allyloxy; R2 is hydrogen or methyl; Z is CH or N; W is oxygen or sulfur, provided that W is oxygen, then R is methoxycarbonyl and RI is 4group (a), in which X and Y are independently of each other methyl or vjetojKCM, Ra. - hydrogen; if Rg is methyl i then R is methoxycarbonyl, a AJ is group (a), where X is methoxy, a Y is methyl or methoxy, if Rf is group (g), then R is methoxycarbonyl, RJ, hydrogen; a W is sulfur; 10.22.80 with R - formyl, ethoxy-aminocarbonyl. . T a .6 l and c a 1 TWb29 10 Continuation of table 1 ““ ““ ™ in “| And in in“ VI ““ centuries in “IVV.V ten S02№0 VvWSt ABOUT . nl auyui s ciio s L СН, С, С 32i «Cow- | 5S -N g СН ..О С, J, Kf «CNKp 32tf2, 3 C 0-C G3 Eo2s p lj CH. sci W 3 osn3 "/ OS11z "YiHOCKBsAoo2cH (cH3) 2 osn3 nch ° ° sn SO, NHCON O) ftN4 fi co2a 2sm212 s t axes, . s oats 159 - 162 155 - 158 (d) (with diff.) 18ft - 187 (d) (with diff.) 196 - 198 (d) (with decomp.) 170 - 172 (d) (with decomp.) 181 - 185 (decomp.) 155 - 160 16ft - 165 192 - 195 eleven T sn. QI3 ° 2CV 2 n- 3 H 50 "SSSN -YUN / ПГN / MAIN ,, or ™ 1® ,,,, 8 co2sn (sn3) 2 3 21 co2cv3 sOjtracora co2sn3 22 OjKHCORH 2ST3 .basis P KHComio o2 tsoi jf Thgha 3 .sie, PGS ° 2SNz - / - / “FIFA) DOS si n R -SOjKHCOHH , in, nonsonshh sgso.ta.ta. coac3 DOS 12 Continuation of table 1 W w 3 165 - 175 153 - 1Ы 19,196 162 - 165 205 - 207 S1-170, 16 - 167 189 - 190 189 - 190 13 I HHCONH / PG co2sn3 about DOS 29 - E02WHCON7 - “Ul V co2sne e ICOMI thirty С02СН3 no2s about .NHCNH RSN, CX about S02NHCNH co2ci2 axes, sne n „ about and 3 x S02NHCKH L .setting 0-CNCH, Sye "I3 sn2sn3 sn. about -S02NHCNH Och s co2nsnn3 dn-sat. about - SO NHCNH sn " r-v 2 S (l s ho, snsn, one with at SI 3 and Continuation of table 1 "" "I 3 AND T80 - 182 160 - 1b 173 - 175 RSN, 195 - 197 133 - 136 146 - 156 152 - 15 167 - 173 n S07tfflCNH f S XNNOCH, to i l osn3 about .S02NHCNH s-hosch, in i and. oh ck sn. ЈН „ 38 HS S02NHCHH s co2sne about SO NHCNH hl o2sn3 sna sn. g o SO-NHCNH 4b / DW-nn i HS Ns XOgCHj СЯ2ОСН3 ABOUT SOjjKHCNH i i 4Rx4f s co2sn3 o SO IJHCNH x ° 2CH3 177 - 179 U) (with different). 180 - 182.5 171 - 175 128 - 142 183 - 187 155 - 158 3 ( 205 - 207 J, 3., SO, NHCN (X S NC02CH3 about 4J, SNS 2CH ° C 802NHCNH about " 0 SO, NHCNH kb Ссн3) 2Сво8. SO2NHCNH ABOUT v / trai ac 4r xeo8imSimо 48 (CH3) 2CHO k S02NHCNH ABOUT M (CH3) 2CHOC OgNHCNH -X & ° 2 80 „ShSSH Os OCH, co2sn (sn3) 2 s 139 - SN „ 155 - 157 166 - 170 H. 176 - 177 sn. 106 - 111 CH, 165 - 167 H, -G 158 - 160 179 - 181 (d) (with decomp.) 2sn3 : Che , NHCNH EO "I Ј CX co2sn2sn-sn2 sns nn 59 SO.NHCNH - g co2sn2sn "sn2 PG about SO, RHCNH dC 8 CHS02SN2SN-CH2 g-1 (& L OCH3 ABOUT SO2NHCNH 3 Xtow2 : 02SI, About SO0NHCNH but so, d. 2 3 o S02NBCNH OS e- CNHOCIf, at 0 o b; j SOjNHtNH Och . -S X-NOCH. H I o see s Continuation of table 1 173 - .175 (d) (since) 140 - Y5 (d) (with Rael.) H2 - W- (d) (with decomp.) 151 -.155 (d) (with R). 184 - 185 jfd) (with diff.) 160 - 169 172 - 174 150 - 154 23 71 L , NHCNH ABOUT Bussutsgga l co2c, Hs O w -vo.insyi-D g- l С02С2Н5 Osng sn. 2 Continuation of table 1 169 - 190 (d) (with decomp.) 170 - 173 1M - 25 .ABOUT 80 .V02NN t but s co2sne SL 174 & 2 26. Continuation of table 1 187 - 191. d 2717 862928 Continuation of table 1 ::::; ::: :::::::::::::::::::::: i :: z ::::::: DOS About N / 3 SOjNHCNH-O N 81 Y V 162-165 cArn g "coch, SN. CH, OS / h lg1m RArn n0 ( 8 С02СН, 2 zosi, about - / s SO.NHCNH 82 / G-7C .191 - 19. d -S CO.CH, °° 2Y5 2 3, OSI, O N / 83, r-- S02NHS№v) / 175 - 178. d N (1 e COjCft. ° CH2CH2P SO..NHCNH f “f Lh ABOUT / "Uh c, lvGV i -162. d PHO ( S COjjC OCH2CF3 No ° / x . 602NHCNH-) N 85O-C02CH3 OCH2CH2F1 9-l56.d Jaz about w 3 .SO.NHCNH - / (yN - Ь6 УГ-Г 7i69. .D (T x4 , B L sna 87 - S ° 2NHCNH- / T190 - igJi.d C02CH3 ° CH2CF2H I CH. ABOUT SOJWCNH SCC ) about 4-7 9 sc about .SO NHCNH V4. and: in co2sne down2 axis, O w P G1 J02WHCMH u2sn3 lOCH0CHFg - OCH, /four 80 SSCN-OP « fl M 4 sx4vxN (CHab OSN 92 SOgHHCNH 32 3 oh .. y 3 „S02WHCWH- osnz Continuation of table 1 y- 167 170 195i-197 (d) 191 - 192 (d) 175 - 178 186 - 188 192 - 195 If 174bb Z9 0 S02NHCNH 9 N (CH3) 2 OCH3 Mi OCH, 95 IOCH. OCH, 96 OCH, 7 OSI, / h - / y 0 SO WHCNHN (CH3) CH2CHj CH3 OCH. about eight 9 . (CH3) CH.CH, JH eu 4 6rsn.sn about X y 2 uh a S02NHCNH co2sne 1CH. a 1 Continued table. one YO - Y5 189.5 - 191 190 "191.5 155 - 160 164 - 165 195 - 197 (d) Table 2 35 ЗЬ Continuation of table 2 Continuation of table 2 fctl ZU1748629 Continuation of table 2 Continuation of table 2 3 1718629 bk Continuation of table 2 Continuation of table 2 wa 5G Continuation of table 2 55 one Continued-Table 2 B7 wa 2C.9G Continuation of table 2 9G 9G Memory Continuation of table 2 61 17 V2U6k Continuation of table 2 63 r / WWS6 1 Continuation of table 2 65 1U V2966 Continuation of table 2 Continuation of table 2 Sedge Nut 9G 10E 2G 73 Continuation of table 2 75 17CHY 2U76 Continuation of table 2 7917 OUT2 80 Continuation of table -2 85 Rice Sorghum Sugar beet Cotton Bush Beans Abomination, theoph. Bonfire rye. Oh oh Dose, kg / ha Ipome Cockcoat Cassie Sedge nut Rosichka Millet cock O Dry Wheat Corn From 2G Figure O Sorghum Beet sugar- O on Cotton 5G Bush Beans Abomination Theoph. 5G 0, By 3G 8G 17 862986 Continuation of table 2 Oh oh 4C.9G 5C.9G 9С О Continuation of table 2 0.05 0.05, After shoots 3G2C.5G 8G 5C, 9G ABOUT 7С 4С.9Н 3C.8G 2C.8G ES, 7H ABOUT 5C.9G 4C.9G 3C, 6G 9C JUS 87 Ipome Cockcoat Cassie Sedge nut Rosichka, About Millet Cockerel, 6 Wild oats. ABOUT Wheat Corn2G Co. About Pic2G Sorghum Sugar beet 4G Cotton 5G Bush Beans Abdominal theoph. ABOUT Bonfire rye. ABOUT 2G ABOUT ABOUT Dose, kg / ha 0.05 0.05 After germination Ipome 5C.9G Durnishnik7G Kassi Sedge nut 4C .9G Rosichka2C, 8G 17486298 Continuation of table 2 seedling 86 8H ABOUT 5G ZS.9N 3C.9G 3C, 9G 3C.8G 2G 4С.9Н 10E 9G 9G 5C.9G 4C.9G Continuation of table 2 9C 9C About 2C.5G 6917 862990 Gablitz continuation 9i171 "862992 Continuation of table 2 9317 8b29z Continuation of table 2 ma . Cotton 9G YU Bean bush I Kanatnik gteofr, 9S8G, 5H Bonfire rye. f | 6G4G t Table continuation Dose, kg / ha 0,050,05. After sprouting GI { Ipome 5C, 9G10C Cockerel 9SO Kassi Sedge nut-6G .O shaft Rosichka 4GO Millet Cock 2H5G.3H Ovsyug OO Wheat OO Corn 2G7G, 3C Co 1H O Fig. 5C, 9G5G.3C Sorghum 3C, 9G9G, 3C Beet sugar-9 gc on Cotton 5C.9G9G, 5H String bean KanatnikUsUS Theoph. Bonfire rye. 4GO 95G / 862936 Continuation of table 2 9717 86299S Continuation of table 2 E 17 8629-SO Continuation of table 2 Plant | Compound 88 , Dose, kg / ha0,05 After germination. Ipome 2c DurnishnikO Cassie 1C. Sedge nut O Rosichka2N Millet Cock1C.3G Dry Wheat Corn Co 1H RisO Sorghum1C.4G Sugar beet Cotton String Beans About Abdominal teofr. Bonfire rye. Before germination Ip9me O Durnishnik2G Cassi O Sedge nut O Rosichka Millet Petushye2N Ovsyug2G Wheat2G Corn1S.2S Co Oh Pic2G Sorgo1C, 5G Sugar beet Cotton Bush Beans Abomination Theophreus, Kosteo Ojean. 101 Plant Dose, kg / gy | Ipome Cockcoat Abomination Theophre Sedge nut Rosichka Millet Cock Bonfire rye „ Wild oats Wheat Corn With Pic Sorghum Sugar beet Cotton Ipome Durnishnik Rope-irons Teofr Osok nut Rosichka Millet cockerel Koster rye. Wild Oat Wheat Corn With Rice, Sorghum Sugar Beet Cotton 17 bb291U2 Continuation of table 2 Compound 89 | 90 0.05 0.05 After germination 3C, 8G9C 5C, 9G10C JUS "JUS 3G5G 4G3G ЗС, 9НЗС, 8Н 2C, -8G4G 2C, 8GO 8GO 9NZN 1H2C.8G 8G4C.9G 2U, 9HZS, 9H 9С9С 5C, 9G9C Before shoots 4H, 9G 6Н8Н 8G4C, 8G O10E O4G 2C, 6G3C.7G 6G3C, 6G 6G1C 2C, 8G7G 7G6G 1H2C ZS.8N9N 2С.9НЗС, 8Н 4C.8G9С 6G5C.9G 103Г / 48629-to Continuation of table 2 105 17 8629106 Continuation of table 2 1U717 8629108 Continuation of table 2 Sugar beet 90 Cotton 8G 2G 1ВЭ17 862911 ° Continuation of table 2 0,050,05 After all the time 4С2С.5Н 5C, 9G1H 5C, $ BUT 9so OO 4С, 8НЗН 2C.8GО 2C, 4G3G 3G2G O2G 4C.9G2G 5C.9G5G 4C.9G2G 4C.9G2Н 4C, 9NO about shoots 5G1С 9H1C 9С2С 4G20 2GO 2C.4GO 6GO 2C.5G2C, 2G 0 - 46 OO 2C, 2NO 2C.7GO ZS.8NO 4С, 9ГО 8G4G 1117 8629112 Continuation of table 2 Plant Connection 99 Dose, kg / ha0,05 After sprouting Ipome 2C, 7H Durishnik4C, 9G Abutilon teofr. Nut 2C Rosichka-9S Millet petus'ye9S Koster rye, Oats (og2C, 8G Wheat6G Corn2S, 7H Co 2H Pic9G Sorgo2C.9G Sugar beet 3C, 9G Cotton3C, 9G Cassi 2C, 8G | Before germination Ipome 8G Durnishnik8N Abutilon teofr, sedge nut 8G Rosichka2G Millet petuche7N Koster rye. Ovsyug2S, 8G Wheat5G Corn2C, 7G Co 2H Pic10g Sorgo2C, G Sugar beet 2C, 8G Cotton8G Cassi 2G 113 Plant Consumption rate kg / ha Rosichka Millet Cock Sorghum Wild oats Sorghum Alep. Paspalum rush Bristles M tli meadows. Bonfire of rye Beet Sakh. Corn Mustard Cockcoat Amaranth Sedge nut. Cotton Ipome Cassie Brisket colo Abomination Datura smelly. With Pic Wheat Plant Consumption rate, kg / ha0.030.12 Rosichka8G, 7G10E Millet Petus7G, CH8G.9C Sorghum Wild Goose, 2G5G Sorghum alepsk.7G.CH8G, 5H 17 862911 4 Table3 one Connection 1 12 .5C .3C 4C .3C 0.5 o about 7G.5H 4G 5G 3G 2G 5G 6G 4G JUS 6G, 2C 7G.7C 5G 7G 6G 3G ABOUT 5G ABOUT 4G, 2H 2G 3G Continuation of table 3 I Compound 2 Continued table. 3 1717 862911b continuation of the table 3 Plant I Compound 3 Shh-miim yut - - ™ - "- - Beet Sakh. 8G, 7C8G, 7C Corn 5G, 5H-4G.3H Mustard 9G, 9C9G, 9C Cocktail 7G, 4C6G, 5H Schiritsa 9G.9CUS Sedge nut. 7G 9G Cotton 8G8G Ipome 7G8G Cassie 3G4G Breast count 4G5G 2C Abdominal teofr. 7G.7CUS Datura smelly. 5G5G.3C Co O, 6G, 4C Rice YE10E Wheat 7G.4C7G.4C ...- .. s ... Plant I. / Compound 6 L1-. and Continuation of table 3 11S Plant Plant H / L2E 2 ° Continuation of table 3 Connection 6 Continuation of table 3 | Connection 7 Ex. 9 Plant Compound 7 martin stinker. O ° With Fig5G, 3C7G, 8C Wheat anatnik theoph. OO OO OO 5G, 3C7 About “3G Continuation of table 3 T .. .. "4mm and. ““ Connection 12 Consumption rate, kg / ha 0,030,120,007 Rosichka 8G9G, 8C6G Millet Cock 9G.7C9G.7C9G, 9C Sorghum UE10E8G, 9C Wild oats 6G, 3H8G, 8C6G, 3H Sorghum Alep. 8G, 3C9G, 9C8G.5C Paspalum sp. --5G Bristles 6G, 3H9G, 8C3G M tli meadows. 7G, 7C8G, 9C7G Bonfire rye. YuEJUE Beetroot 9G, 9C9G, 9C7GC6C i Corn. 7G, 5H9G.9C5G, 2C Mustard 9G.9C9G.9C8G.8C 1 Cocktail i6G, 3H7G.5H6G Schiritsa 9G.8CUJEWUS Sedge nut, 7G6G6G Cotton 7G8G, 3C2G Ipome 8G, 3C9G.8C7G Cassie 7G7G5G Breast count 6G7G2G Abdominal teofr. 8G, 3C10C9G.5H Dumarn smelly. 7G8G.4C4G 123 17 8629124 Continuation of table 3 127 128 f JJ table continuation V / yd / y13 ° Continuation of table 3 3117 bb29132 Continuation of table 3 „., Plant I Compound 17 Cassi 5G5G Grudinkakol. 2G4G Kanatniktefr. 8G.5H9G.5H Datura smelly. / 8G8G Stock k4G4G Fig7G8G Wheat4G6G Extension of Table 3 -... - ........ j Plant | Connection 18 Continuation of table 3 Continuation table b 139 Consumption rate, kg / ha ABOUT ABOUT ABOUT ABOUT Wheat Barley Wild oats Bonfire roofing. Bonfire rye Foxtail Mysh.1G Pyrei odnol.1G Foxtail Green 2G Swineroi Chaff Ital, O Bonfire is hard. About Sol nka Rus, U GLB2UYO Continuation of table A Continuation of table C 08 0,008 ABOUT ABOUT ABOUT 1C.2G 3G 1C.3G 5C.6G ABOUT 2G 46 ABOUT 4C.5G Deskurenny JUS Highlander of the Lists. Sverbiga vost.US, Kokhi .8C, 8G Herding bag 9C, 8G Chamomile Black nightshade Colza on Mustard - field YUS Highlander vyyuschy 8C, 7G Table continuation JUS JUS 7C, 8G JUS 7C, 8G 2C.5G JUS ioc 4C, 7G Continuation of table 4 from GYMUiM Table continuation one tv2e1 / u, Table continuation 147 Foxtail Eel „1C, 3G2C, 4G Swine O2C.3G Chaff ital. OO Bonfire stiff. OO Sol nka russk. tOC7C, 8G Smoking Forest USUS Highlander Sverbig East. USUS Kokhi US7C.7G Shepherd bag Usus PupavkaUS7C.9G Black. Passed O2C, 7G Colza Ob, JUS9C, 9G Field mustard USUS Highlander 7C.6G2C, 7G Consumption rate, kg / ha2.0 h in After Ipome 10c DurnishnikUS Rezuha Canadian, 3C.7 Walnut sedge9S Rosichka9S Rooster millet9S Oat Wheat Corn 1C 4C.9 5U.9 So Rees, 17 bto29II Continuation of table k Table ABOUT 7H ABOUT ABOUT ABOUT ABOUT ABOUT , 0 ABOUT 2C, 4G 2C.4G 150 LE17 CH2Y Continuation of table 5 Sorghum 5C.9GO Sugar beet 9C2C.5G Cotton 9SO - Until Shoot I Ipome 9G „O Durishnik t Rezuha Canadian. 8GO Walnut Sedge 7GO Rosiczka 3C; 8GO Millet Cock ZS, 8NO Ovsyug 2C O CZ wheat, 9NO Corn 9NO Co 2go Pic1OEO Sorghum 10EO Sugar beet SO, 9GO Cotton 9GO “T. Continuation of table 5 Consumption rate, kg / ha 2.0 2.0 . After germination | i 117 625152 Continuation of table 5 Corn2U, 9GO From 9С3 Figure 9SO Sorgo2U.9GO Sugar beet 9C3C Cotton9C O Up to-the-day f. Ipome 9so Durnishnik9nO Rezuha Canada-90 ... Oh ka Walnut sedge3C.9GO Rosichka5C.9GO Millet Petuche5S.9NO Ovsyuzh.2C.6GO Wheat2C.8GO Corn, 9NO With 9NO Fig10EO Sorgo9SO Sugar beet SOUTH Cotton6C, $ GO Nrrsh | SYOD7-: №: -; -: v / - -. - kg / ha 0.00 0.007 ; ; Before the shoot, Cassie 20 O Sid; h. :; - $ 0; - ..; .-:: O.:; - 1 Smelly Datura 10 20 . . . .,. .. ....:.; . Limnozharis60O Continuation of table 5 Table continuation
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同族专利:
公开号 | 公开日 ES497298A0|1982-06-16| HU193629B|1987-11-30| IL61578D0|1980-12-31| DK172396B1|1998-05-18| NZ195680A|1983-09-30| NL971012I1|1997-09-01| EP0030142A2|1981-06-10| PT72132A|1980-12-01| GB2065116B|1983-10-26| IE802489L|1981-05-30| TR21804A|1985-07-19| PH18851A|1985-10-21| DK471680A|1981-05-31| RO81268A|1985-02-28| GR72259B|1983-10-07| AU536122B2|1984-04-19| UA19062A|1997-12-25| CS250207B2|1987-04-16| PT72132B|1982-07-30| DE3069777D1|1985-01-17| KR830004294A|1983-07-09| IE50745B1|1986-07-09| AU6476380A|1981-06-04| EP0030142B1|1984-12-05| GB2065116A|1981-06-24| YU302580A|1983-02-28| ES8205764A1|1982-06-16| CA1189072A|1985-06-18| IL61578A|1987-08-31| EP0030142A3|1981-08-12| KR850000678B1|1985-05-10| PL228148A1|1981-08-07| RO81268B|1985-02-28| BR8007674A|1981-06-09| PL127333B1|1983-10-31|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 OA05625A|1976-04-07|1981-04-30|Du Pont|N- aryl sulfonamides herbicides, compositions containing them and methods using them.| US4169719A|1976-04-07|1979-10-02|E. I. Du Pont De Nemours And Co.|Herbicidal sulfonamides| DK358778A|1977-09-19|1979-03-20|Du Pont|HERBICIDE SULFONAMIDES| US4257802A|1977-10-06|1981-03-24|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| DK163123C|1978-05-30|1992-06-09|Du Pont|Benzene sulfonylureas for use as herbicides or plant growth regulators, preparations containing them and their use| DK37880A|1979-02-22|1980-08-23|Du Pont|HERBICIDE SULPHONAMIDES|US4487626A|1980-08-22|1984-12-11|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4441910A|1981-03-24|1984-04-10|E. I. Du Pont De Nemours And Company|Thiophene or furan herbicides| AU550945B2|1981-07-10|1986-04-10|E.I. Du Pont De Nemours And Company|Triazolyl--sulphonyl-ureas| US4494979A|1981-07-24|1985-01-22|E. I. Du Pont De Nemours And Company|Benzofuran sulfamates| BR8207267A|1981-12-17|1983-10-18|Du Pont|COMPOUNDS SUITABLE COMPOSITION AND PROCESS TO CONTROL GROWTH OF UNWANTED VEGETATION| EP0096003B2|1982-05-28|1994-06-15|Ciba-Geigy Ag|Sulfonylureas, process for their preparation and their use as herbicides and/or growth regulating agents| GR79414B|1982-10-29|1984-10-22|Du Pont| US4931081A|1982-06-01|1990-06-05|E. I. Du Pont De Nemours And Company|Herbicidal diazoles sulfonamides| JP2961267B2|1982-06-01|1999-10-12|イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー|Imidazole or pyrazole derivatives| MA19797A1|1982-06-14|1983-12-31|Ciba Geigy Ag|N-HETEROCYCLOSULFONYL -N- PYRIMIDINYL AND TRIAZINYLUREES.| EP0103537B1|1982-07-16|1987-07-08|Ciba-Geigy Ag|N-arylsulfonyl-n'-triazolyl urea| IT1161220B|1983-04-21|1987-03-18|Montedison Spa|DIHYDRO-BENZOFURAN DERIVED FROM HERBICIDE ACTIVITIES| AU571869B2|1983-05-09|1988-04-28|E.I. Du Pont De Nemours And Company|Pyridyl- and pyrimidyl- sulphonamides| AT62104T|1984-04-11|1991-04-15|Ciba Geigy Ag|METHOD FOR SELECTIVELY WEED CONTROL IN CROPS.| AT55128T|1984-04-11|1990-08-15|Ciba Geigy Ag|N-HETEROCYCLOSULFONYL-N'-PYRIMIDINYL AND TRIAZINYL UREAS.| US4769060A|1985-04-29|1988-09-06|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4897108A|1984-06-05|1990-01-30|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4661147A|1984-06-05|1987-04-28|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4892575A|1984-06-07|1990-01-09|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4659369B1|1984-08-27|1989-10-10| AU4789685A|1984-09-28|1986-04-10|E.I. Du Pont De Nemours And Company|Heterocyclic sulphonamide derivatives| CA1232273A|1984-12-11|1988-02-02|James V. Hay|Herbicidal sulfonamides| US4895591A|1984-12-11|1990-01-23|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4741758A|1984-12-11|1988-05-03|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4867783A|1984-12-11|1989-09-19|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4786313A|1984-12-11|1988-11-22|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4732604A|1985-08-29|1988-03-22|E. I. Du Pont De Nemours And Company|Herbicidal sulfonamides| US4877440A|1985-05-29|1989-10-31|E. I. Du Pont De Nemours And Company|Thiophenesulfonamide herbicides| US4743290A|1986-04-21|1988-05-10|E. I. Du Pont De Nemours And Company|Thiophenesulfonamide herbicides| CA1309715C|1986-05-02|1992-11-03|Barry A. Wexler|Herbicidal heterocyclic sulfonamides| US5215570A|1988-10-20|1993-06-01|Ciba-Geigy Corporation|Sulfamoylphenylureas| DE3927140A1|1989-08-17|1991-02-21|Bayer Ag|SELECTIVE HERBICIDES BASED ON SULFONYL ISOTHIO UREAS| DE4232417A1|1992-09-28|1994-03-31|Bayer Ag|Substituted thienylsulfonylureas| LT3943B|1993-12-23|1996-05-27|Ciba Geigy Ag|Remedy for cultured plants protection, use of sulphamoyl-phenyl-carbamides for cultured plant protection, herbicidal preparation, process for preparing sulphamoyl-phenyl-carbamides| DE19608831A1|1996-03-07|1997-09-18|Bayer Ag|Substituted thienylsulfonylureas| DE19651037A1|1996-12-09|1998-06-10|Bayer Ag|Substituted thienylsulfonylureas| DE19937118A1|1999-08-06|2001-02-08|Bayer Ag|Substituted thienylsulfonylureas| DE102004036550A1|2004-07-28|2006-03-23|Bayer Cropscience Ag|Aminocarbonyl-substituted thienylsulfonylureas| EP1941799A3|2004-12-17|2008-09-17|Devgen NV|Nematicidal compositions| DE102004063192A1|2004-12-29|2006-07-13|Bayer Cropscience Ag|Process for the preparation of substituted thiophenesulfonyl isocyanates| CA2590413C|2007-05-25|2015-04-28|Unifor S.P.A.|Workstation system and workstation with multiple, adjustable height, work tops| EP2052606A1|2007-10-24|2009-04-29|Bayer CropScience AG|Herbicide combination| DE102008037620A1|2008-08-14|2010-02-18|Bayer Crop Science Ag|Herbicide combination with dimethoxytriazinyl-substituted difluoromethanesulfonylanilides| CN102894004A|2012-09-26|2013-01-30|江苏省农业科学院|Herbicide composite for preventing and extirpating weeds in sweet potato fields|
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申请号 | 申请日 | 专利标题 US9872379A| true| 1979-11-30|1979-11-30| US19626780A| true| 1980-10-22|1980-10-22|LV930327A| LV5574A3|1979-11-30|1993-05-12|Attack to combat the untreated plants| LTRP1126A| LT2556B|1979-11-30|1993-09-27|THE FIGHT AGAINST POTENTIAL PLANT| 相关专利
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