• 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:
    The invention relates to new aryloxy phenoxy acyl malonates of the general Formula I <IMAGE> (I) <IMAGE> a process for the preparation thereof and herbicidal compositions comprising the same. In the general Formula I R1 stands for hydrogen, halogen, trifluoromethyl, trifluoromethoxy or cyano; R2 represents hydrogen, halogen or methyl; R3 is C1-4 alkyl; and the R3 substituents may be the same or different, X stands for -N= or -CH= and n is 0 or 1. The compounds of the general Formula I may be prepared by reacting a compound of the general Formula II <IMAGE> (II) with a metal derivative of a malonate of the general Formula III <IMAGE> (III) or in the presence of a metal compound with a malonate of the general Formula III; or reacting a compound of the general Formula IV <IMAGE> (IV) with a compound of the general Formula V; <IMAGE> (V) or reacting a compound of the general Formula VI <IMAGE> (VI) with a compound of the general Formula VII <IMAGE> VII (in which Formulae R1, R2, R3, X and n are as stated above; Y stands for halogen, cyano or alkylcarbonyloxy; Z represents halogen; and if Q is hydroxy or alkali metal oxy, P stands for halogen, or if Q stands for halogen P represents hydroxy or alkali metal oxy). The new compounds of the general Formula I possess valuable herbicidal properties.
    公开号:SU1584737A3
    申请号:SU864028250
    申请日:1986-09-30
    公开日:1990-08-07
    发明作者:Кемивеш Тамаш；Дутка Ференц；Барта Иштван；Яблонкаи Иштван；Хулеш Агнеш；Бихари Ференц；Эйферт Дьюла；Бохус Петер；Тромфош Каталин；Месарош Агнеш；Кюрониа Иштван
    申请人:Будапешти Ведьимювек (Инопредприятие)；Мта Кезпонти Кемиаи Кутато Интезет (Инопредприятие)；
    IPC主号:
    专利说明:

    This invention relates to the field of chemical methods for controlling weeds and unwanted vegetation.
    The aim of the invention is to increase the herbicidal action of the method of controlling weeds, based on the use of aryloxyacylmalonic acid derivatives.
    Example 1. Preparation of diethyl ester (5 (α-trifluoromethyl-pyridyl-2-hydroxy) phenoxy (propionyl malonic acid (compound 1).
    In a 250 ml round-bottomed flask, 100 ml of toluene, 10.1 g of triethylamine and 33 g (5-trifluoromethyl pyridyl-2-hydroxy) propionic acid are mixed. The reaction mixture is cooled below and 10.8 g of ethyl chloroformate is added at such a rate that the temperature remains from 0 to 1 ° C. so that the temperature does not exceed 0 ° C. The reaction mixture is left for 16 hours at room temperature, washed successively with 100 ml of 5% sulfuric acid, 100 ml of 6% sodium bicarbonate solution.
    cl
    00 ъ
    Bo i
     s
    and 100 ml of water. The ether phase is evaporated, excess malonic ether is filtered off and the residue is taken up in 100 ml of benzene. The mixture was chromatographed over a column of 20 g of silica gel, eluted with 50 ml of benzene, and evaporated to give 42 g of a viscous oil from 1.4960.
    Under analogue conditions, other compounds are obtained, a list of which is presented in Table 1,
    PRI mme R 2. Evaluation of the herbicidal action. Seeds of experimental plants | sown in special vessels with prepared soil and treated
    the surface of this soil by preparative forms of active substances (pre-emergence treatment) „
    In the case of post-emergence application of the active substances, the treatment is carried out three weeks after sowing. Experimental plants in both cases are kept in the greenhouse for 4 weeks and the herbicidal effect is evaluated on a scale from 0 to 10: 0 — no effect; 10 - full of death of plants; 1-9 are intermediate values.
    A known herbicide (Compound A) is used for comparison:
    ch3
    ) OCH-C-CH (SOOS2N5) 2 O -
    The results of the experiments are presented in table 2 and 3.
    The results of the experiments testify to the high efficiency of the method according to the invention, which makes it possible to destroy weeds without damaging the cultivated ones.
    2
    ch3
    , - (RU-o- {o-os
    l
    de R, - chlorine, cyano, trifluoromethyl,
    trifluoromethyloxy, K2 is hydrogen or chlorine; RJ is methyl or ethyl, X is N or CH, or 1 with the proviso that when n
    权利要求:
    Claims (1)
    [1]
    Formula of abbreviations
    A method of controlling weeds by treating them or the soil on which they grow, is derived from aryl-oxyacylmalonic acid, characterized in that, in order to increase the herbicidal effect, a compound of the general formula
     ъ
    about
    (CH-Otf p-C-SNSSHYUyu)
    0, X is N, R is chlorine or trifluoromethyl, RI is hydrogen or chlorine, RJ is ethyl; when a X is N, then RH is trifluoromethyl,
    R / J. - hydrogen, R3-ethyl, in the amount of 0.5-1.5 kg / ha.
    Table3
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    同族专利:
    公开号 | 公开日
    IL79975A|1991-01-31|
    CS274720B2|1991-10-15|
    IL79975D0|1986-12-31|
    SE8604149D0|1986-09-30|
    HU196885B|1989-02-28|
    CH676596A5|1991-02-15|
    DD249841A5|1987-09-23|
    GB2181134A|1987-04-15|
    US4765825A|1988-08-23|
    AU6326786A|1987-04-02|
    NL8602483A|1987-05-04|
    GB8623487D0|1986-11-05|
    AU588911B2|1989-09-28|
    DD255730A5|1988-04-13|
    DE3632433A1|1987-04-09|
    CA1233468A|1988-03-01|
    BE905535A|1987-02-02|
    GB2181134B|1989-09-13|
    SE8604149L|1987-04-02|
    FR2587999A1|1987-04-03|
    FR2587999B1|1989-05-19|
    US4948420A|1990-08-14|
    HUT41591A|1987-05-28|
    CS705986A2|1991-02-12|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    BR8005226A|1979-08-23|1981-03-04|Du Pont|HERBICIDE COMPOUND, COMPOSITION AND PROCESS FOR THE CONTROL OF UNDESIRABLE VEGETATION, COMPOSITION AND PROCESS FOR THE CONTROL OF GRASS Weeds IN LARGE LEAF PLANTS AND PROCESS FOR PREPARING A HERBICIDE COMPOUND|
    JPS6225136B2|1979-09-27|1987-06-01|Kanesho Kk|
    US4522647A|1982-07-30|1985-06-11|Zoecon Corporation|Substituted phenoxyalkanediones and their herbicidal method of use|
    ZA848416B|1983-11-10|1986-06-25|Dow Chemical Co|Fluorophenoxy compounds,herbicidal compositions and methods|
    HU196885B|1985-10-01|1989-02-28|Mta Koezponti Kemiai Kutato In|Herbicides containing as active substance aryloxiphenoxi-acyl-malonic acid esthers and process for production of the active substances|HU196885B|1985-10-01|1989-02-28|Mta Koezponti Kemiai Kutato In|Herbicides containing as active substance aryloxiphenoxi-acyl-malonic acid esthers and process for production of the active substances|
    JP2000321600A|1999-05-13|2000-11-24|Internatl Business Mach Corp <Ibm>|Liquid crystal display device and production therefor|
    DE10231615A1|2002-07-12|2004-02-05|Bayer Cropscience Gmbh|Fixed adjuvants|
    CN1668189A|2002-07-12|2005-09-14|拜尔作物科学有限公司|Liquid adjuvants|
    CN108752269A|2018-07-06|2018-11-06|浙江工业大学|A kind of fragrant phenoxy Propionamides compound and its preparation method and application containing chiral carbon|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    HU853798A|HU196885B|1985-10-01|1985-10-01|Herbicides containing as active substance aryloxiphenoxi-acyl-malonic acid esthers and process for production of the active substances|
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