• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    1,2,4 -Triazol-1-yl- propionitriles of the general formula <IMAGE> in which R represents an aryl radical optionally substituted by one or more of the same or different substituents selected from halogen atoms and (C1-C4) - alkyl, (C1-C4)alkoxy, (C1-C4)alkylthio, trifluoromethyl and nitro groups and R1 represents a (C1-C10)alkyl, (C3-C8)alkenyl, or (C3-C8)alkynyl radical, or a phenylalkyl radical optionally substituted by one or more of the same of different substituents selected from halogen atoms and (C1-C4)alkyl, (C1-C4)alkoxy (C1-C4)alkylthio, trifluoromethyl and nitro groups, acid addition salts thereof with inorganic and organic acids, a process for the preparation of these compounds, and biocidal agents containing them are provided. The agents have a herbicidal, fungicidal, plant growth-regulatory action and also a bactericidal action.
    公开号:SU1264830A3
    申请号:SU833575411
    申请日:1983-04-14
    公开日:1986-10-15
    发明作者:Скеч Карло；Баумерт Дитрих；Крэмер Хансйорг
    申请人:Шеринг Аг (Фирма)；
    IPC主号:
    专利说明:

    one
    The invention relates to chemical plant protection agents, specifically to a fugiocidal agent in the form of a wettable powder based on a 1,2,4-triazole derivative, carrier and surfactant.
    The aim of the invention is to increase the effectiveness of the agent.
    S
    The proposed fungicidal agent is obtained by simply mixing the components of the 1,2,4-triazole derivative of formula 1
     -Ь R2-9.CH2-rf 1
    WK
    CN
    where R is ethyl, n-propyl, isopropyl,
    n-butyl or n-hexyl; Rj, is phenyl or 2-methylphenp; or its hydronitrate, kaolin, silicic acid, sodium salt of N methyl-N-oleyl taurine and calcium ligninsulfonate at the following ratio of ingredients, wt.%:
    1264830.1
    Connection I 20,00 Kaolin65,00
    Silicic acid 10, 00 5 Sodium salt-N-methyl-N-oleyl taurine 0, 83 Calcium ligninsulfonate 5 4.17 10 Compound I is obtained by reacting 1,2,4-triazole or its compound with an alkali metal with propionitrile of the formula 1I
    ORi
    Я2-С-СН,
    CN
    where K and R are the indicated values;
    V is halogen, preferably chlorine, bromine or iodine.
    The reaction is carried out in the presence of a solvent at 100-200 ° C and at atmospheric or excessive pressure and, if necessary, with a base.
    The table shows the compounds obtained according to formula 1.
    2-WJO-Propoxy-2-phenyl-3- (1,2,4-triazol-1-yl) -propionitrile hydronitrate
    2-iso-Propoxy-2-fennl-3- (1,2,4-mp. 176-177 ° C-triazol-1-yl) -propionitrile
    2-Butoxy-2- (2-metsh1phenyl) -3- (1,2,4-triazol-1 -yl) -propionitrile
    2-Butoxy-2- (2-methylphenyl) -3- (1,2,4, -triazol-1-yl) -propionitrile hydronitrate
    2-Hexyloxy-2- (2-metsh1fensh1) -3- (1,2,4-triazol-1-yl) -propionitrile
    2-Phenyl-2-propoxy-3- (1,2,4-triazol-1-yl) -propionitrile hydronitrate
    M.p. 185-189 ° C (decomposition)
    M.p. 58 - 62С
    M.p. 158-
    , -5121
    M.p. 178-79 ° C
    2-Butoxy-2-phenyl-3- (1,2,4. -Triazol-1-yl) -propionitrile
    2-Phenyl-2-propoxy-3- (1,2, A-triazol-1-yl) -propionitrile
    2-Ethoxy-2-phenyl-3- (1,2,4-triazol-1-u11) -propionitrile
    In the following examples, along with the proposed agents, 15 known fungicidal agent based on 1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1 -yl) -2-butanone (compound AJ.
    Example 1. Activity in the vapor phase against Helminthosporium teres in barley plants in a greenhouse.
    To determine the activity in the vapor phase, a pot with about 20 to 25 barley seeds at the stage of development of two leaves was placed between two other pots of barley plants that were treated with a solution containing 0.1% of the active ingredient ZO that before the occurrence of drops. Activity of action,% 10Q reticulated stains of the treated 6 reticulated stains of untreated Compound, No. 1 2 4 9 11 Activity of the action,% 100 100 39 100 85 Ex. Phoma Betal The seeds of sugar beet infected with Phoma betal were treated with the proposed compositions at the rate of 250 g of the active ingredient per 100 g of seed. From the treated and untreated inoculum, 1 to 25 grains of dp were sown in each pot with 4 repetitions followed by action,% 100 - 02P§ OY2y, and 2 x 00 defeated untreated
    Connection, 1 2 4 5 6 10 11
    Activity
    action% 100 97 97 100 83 92 99
    M.p. 67 - 68 ° C T.pl., 107- 08 ° C. 75 - 75С
    Above each pot for each test row was sprayed with a conidia suspension of the pathogen of the disease with reticular spotting of Helminthosporium teres. This suspension was prepared in an aqueous solution containing 0.05% oleatanate and 0.02% gelatin at a concentration of HOOOO spores of 1 mm. After the spores were applied by spraying, 3 pots for each test row were put into polyether linen bags for 3 days, holding them in greenhouse conditions at 20 ° C. The bags were then opened by cutting at the level of the leaf tips. After 8 days, the number of mesh stains for each pot was counted. The fungicidal action was calculated by the formula:
    12 -A (known) 96 57 change X 100 change (known) by holding in the climate chamber. After the emergence of the seedlings, the plants were exposed to artificial light with 12-hour periods. Until the end of the 7 week test period, the diseased plants were counted weekly and removed. In untreated control plants, the total proportion of diseased plants was 76.1% of the number of germinated plants. The protective effect obtained during processing was calculated using the formula: S
    Thus, the proposed fungicity at low concentrations of these agents has a high eff.
    1264830
    权利要求:
    Claims (1)
    [1]
    FUNGICIDE MEANS in the form of a wettable powder containing the active ingredient - derivative 1, 2,4, gtriazol, carrier '- kaolin, silicic acid and surfactant - sodium oleate, arylsulfonate, distinguished by the fact that, in order to increase the effectiveness of the agent, it contains in
    as a derivative of 1,2,4-triazole compound of the general formula
    Βι
    - - sn ^ and
    camping
    where is ethyl, n-propyl, isopropyl, n-butyl or n-hexyl;
    - phenyl or 2-methylphenyl,
    or its hydronitrate, as sodium oleate - sodium salt of N-methyl-N-oleyl taurine, as arylsulfonate - calcium ligninsulfonate in the following ratio of components, wt.%
    Said active ingredient Kaolin
    Silicic acid Sodium salt of--methyl-S-oleyl taurine
    Calcium ligninsulfonate
    20.00
    65.00
    10.00
    PZ
    0.83
    4.17
    one
    1264830
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    引用文献:
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    SE7600674L|1975-02-05|1976-08-06|Rohm & Haas|FUNGICIDER|
    US4167576A|1977-10-06|1979-09-11|Rohm And Haas Company|Cyanoaralkylheterocyclic compounds|
    AU3620178A|1978-05-17|1979-11-22|Rohm & Haas|1,2,4-triazole fungicides|
    DE2846127A1|1978-10-23|1980-04-30|Basf Ag|1,2,4-TRIAZOL-1-YL COMPOUNDS, THEIR PRODUCTION AND USE AS FUNGICIDES|
    GB2104065B|1981-06-04|1985-11-06|Ciba Geigy Ag|Heterocyclyl-substituted mandelic acid compounds and mandelonitriles and their use for combating microorganisms|
    EP0099165A1|1982-03-23|1984-01-25|Imperial Chemical Industries Plc|Triazole and imidazole compounds, process for their preparation and their use as fungicides and plant growth regulators, and intermediates for their synthesis|CN1058694A|1985-10-25|1992-02-19|吴羽化学工业株式会社|Contain 1,2, the Herbicidal combinations of 4-triazole-3-formamide and control method for weed with said composition|
    US5087635A|1986-07-02|1992-02-11|Rohm And Haas Company|Alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles|
    CA1321588C|1986-07-02|1993-08-24|Katherine Eleanor Flynn|Alpha-aryl-alpha-phenylethyl-1h-1,2,4-triazole-1- propanenitriles|
    JPH0778045B2|1987-03-19|1995-08-23|呉羽化学工業株式会社|1,5-Diphenyl-1H-1,2,4-triazol-3-carboxylic acid amide derivative and herbicide containing the derivative|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE3216301A|DE3216301A1|1982-04-26|1982-04-26|1,2,4-TRIAZOL-1-YL-PROPIONITRILE, METHOD FOR PRODUCING THESE COMPOUNDS AND THE BIOCIDES CONTAINING THEM|
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