• 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:
    Trialkylsulfonium salts of N-phosphonomethylglycine having the formula in which R represents C1-C3 alkyl and n is zero or one are useful in regulating the natural growth or development of plants and as herbicides, and can be prepared from N-phosphonomethylglycine directly or by in a two stage reaction with a trialkylsulfonium or sulfoxonium halide.
    公开号:SU1166664A3
    申请号:SU813377190
    申请日:1981-11-30
    公开日:1985-07-07
    发明作者:Блэкмор Ладж Джордж
    申请人:Стауффер Кемикал Компани (Фирма)；
    IPC主号:
    专利说明:

    WITH
    with
    Od O) O) Od

    one . one
    This invention relates to chemical methods of combating undesirable. vegetation by using N-phosphonomethylglycine derivatives.
    There is a method of controlling undesirable vegetation by treating plants with the calcium or manganese salt of N-phosphonomethylglycine D. However, this method is not sufficiently effective.
    The aim of the invention is to increase the efficiency of the method.
    This goal is achieved by using the compound of the general formula, as a derivative of N-phosphonomethylglycine, by
    .at
     0
    R-SHENSNOS UNO
    but
    where R is methyl, ethyl;
    p - O or 1, in the amount of 4.48 kg / ha.
    Example 1. Monotrimethyl-. glyphosate sulfonate salt.
    Prepare a solution consisting of 80 ml of tetrahydrofuran and 20 ml of water. To this solution, 1.7 g (0.01 mol) of N-phosphonomethylglycine, 0.4 g (0.1 mol) of powdered sodium hydroxide was added. Then, 2.0 g (0.01 mol) of trimethylsulfonide iodide is added and the result is a clear solution. The solution is then distilled with steam to distill off volatile substances, dispersed in ethanol and heated to 60 ° C. Filtration H drying gives 1.8 g of a white powder, the molecular structure of which is confirmed by carbon-13 and proton magnetic resonance. N-phosphonomethylglycine.
    PRI m e-p 2. Monotrimethylsulfoxonium salt of glyphosate.
    50 ml of water, 4.2 g (0.025 mol) of N-phosphonomethylglycine and 5.5 (0.025 ml) of trimethylsulfoxonyl iodide are charged into the reaction vessel. Heat the vessel gently in a cold bath and add 15 ml of propylene oxide. The mixture is stirred for 1 hour, then washed with ether and the phases are separated. Water was removed to give 5.8 g of a white powder with m.p. 184-186 C. The molecular structure of the product is confirmed by
    66664 2
    carbon-13 and proton magnetic resonance as the structure of N-phosphonomethylglycine monotrimethylsulfoxonium salt.
    5 Example 3. Glyphosate monotriethylsulfonium salt.
    In the reaction vessel load 100 ml of water, 4.2 g (0.025 mol) of N-phosphonomethylglycine to 6.2
    0 (0.025 mol) of triethylsulfonium iodide. The reaction mixture is heated to 50 ° C. and stirred at this temperature for 1 hour. Then. it is cooled to 15 ° C and 15 ml of propylene oxide are added. The resulting mixture was stirred at room temperature for 2 hours, then washed with ether and the phases were separated. The aqueous phase is then stripped, redissolved in ethanol, dried with sodium sulfate, and washed with ether. The final yield is 7.5 g of liquid with a reflection indicator of L 1.5197. The molecular structure of the product was confirmed by carbon-13 NMR and IR spectroscopy as for the N-phosphonometalglycine monotriethylsulfonium salt.
    Example 4. Post-emergence herbicidal activity of the compounds. . Flat aluminum tanks for planting with a size of 15.2x22.9x8.9 cm are filled to a depth of 7.6 cm with loamy-sandy soil containing 50 ppm. (RRT) of each commercial fungicide cis- (N-tripichloromethyl) thio-4-cyclohexene-1,2-dicarboximide (Captan @) and 17-17-17 fertilizers (percentage ratio of N-PjOj-KjO in the calculation by weight). The width of each tank was forced, several rows were harvested and the seeds of both grass and broadleaf weeds were placed in one type.
    -rn
    Broadleaf species are planted
    first, and grassy ones four days later. Depending on the size of each plant, a sufficient amount of each species is planted with TeMj to obtain 20-50 seeds per row after germination.
    10 days after all grass grasses have sprung up
    Seeds of all kinds are sprayed with water.
    solution of the tested compounds.
    The solutions are diluted so that the amount of h of the spray formulation, which is 80 gallons per acre (750 L / ha), yields 4.48 kg / ha. Additional flat containers, completely untreated, are used as standards for measuring the degree of weed control in treated containers.
    After 19 days, the test containers are compared with the standard ones and each series is visually evaluated. Hertoid activity of the compounds
    CH lJHjCHjP ,, Q
    . . o °
    Trimetilszfoniy4, A8100
    Trimethylsulfoxium4,48100
    Triethylsulfonium4,48, 100
    Calcium (known) 4.48 75
    Manganese (known) 4,
    each weed is a percentage of destruction on a scale of 0-100%, with 0% representing the same degree of growth as in the standard, and 100% complete destruction of all weeds in the row. All types of plant damage are taken into account. The results are shown in the table. .
    Thus, the proposed method of controlling undesirable vegetation is effective.
    9 cation
    HE
    Katik Teo asta
    95,100
    100
    100
    90 "5 75 45
    .98 98 94 54 33 95 JOO
    too
    100 80 .100
    95 75 35
    100
    40 20
    65
    55
    45
    20 35
    权利要求:
    Claims (1)
    [1]
    METHOD FOR COMBATING UNWANTED VEGETATION by treating plants with an N-phosphonomethylglycine derivative, characterized in that, in order to increase the efficiency of the method, a compound of the general formula is used as an N-phosphonomethylglycine derivative
    R 3 S (0) ®0® A x and / P-CH 2 INSN 2 C00H but where R is methyl, ethyl; η - 0 or 1, in the amount of 4.48 kg / ha.
    >
    1,116 (
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    同族专利:
    公开号 | 公开日
    IL64105D0|1982-01-31|
    RO89034A|1986-07-30|
    ES8307262A1|1983-07-01|
    BG38634A3|1986-01-15|
    AR240946A1|1991-03-27|
    PT74075A|1982-01-01|
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    JPS6320437B2|1988-04-27|
    DZ357A1|2004-09-13|
    BR8107839A|1982-09-08|
    MA19352A1|1982-07-01|
    GR76681B|1984-08-24|
    NZ198825A|1984-12-14|
    DE3161896D1|1984-02-16|
    BG38482A3|1985-12-16|
    IE51852B1|1987-04-15|
    AT5821T|1984-01-15|
    PL128563B1|1984-02-29|
    TR20781A|1982-07-13|
    JPS5795994A|1982-06-15|
    RO82488A|1984-02-21|
    IL64105A|1986-03-31|
    CS227337B2|1984-04-16|
    AU542571B2|1985-02-28|
    US4315765A|1982-02-16|
    ZA818438B|1983-09-28|
    EP0053871A1|1982-06-16|
    EP0053871B1|1984-01-11|
    KR860002169B1|1986-12-22|
    KR830007710A|1983-11-04|
    SE445555B|1986-06-30|
    IN155471B|1985-02-02|
    IE812679L|1982-06-04|
    RO82488B|1984-02-28|
    PH17054A|1984-05-17|
    AR240946A2|1991-03-27|
    ES506605A0|1983-07-01|
    AU7827281A|1982-06-24|
    MY8500814A|1985-12-31|
    SE8106835L|1982-06-05|
    PL233865A1|1982-06-07|
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    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US06/212,921|US4315765A|1980-12-04|1980-12-04|Trialkylsulfonium salts of n-phosphonomethylglycine and their use as plant growth regulators and herbicides|
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