• 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:
    Oximino diphenyl ether derivatives having the general formula I:- <CHEM> wherein R1 represents a halogen atom or a haloalkyl group; R2 and R3, which may be the same or different, each independently represents a hydrogen or halogen atom or a nitro, cyano or haloalkyl group; X represents a cyano or triazole group or group SR4 or NR5R6 in which R4 represents an optionally substituted alkyl, aryl, aralkyl, alkoxycarbonylalkyl or acyl group; R5 represents an optionally substituted alkyl or aralkyl group and R6 represents an optionally substituted alkyl, aralkyl or alkoxy group or the groups R5 and R6 together jointly represent an alkylene group; and Z represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, alkenyl, aralkyl, alkoxycarbonylalkyl, or acyl group. The preparation of such compounds; herbicidal compositions containing them and their herbicidal use.
    公开号:SU1431659A3
    申请号:SU853949207
    申请日:1985-09-05
    公开日:1988-10-15
    发明作者:Мунро Давид；Томас Кларк Майкл
    申请人:Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (Фирма)；
    IPC主号:
    专利说明:

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    The invention of tnosntsy: khda-ichesk & ways to combat weeds and unwanted vegetation.
    The purpose of the invention is to increase the choice of the method of controlling undesirable vegetation, mainly based on the use of the production of DIF8NIL ester,
    Nuke presents derivatives of diphenyl ether - the active substance method w {. preparations and procedures illustrating the efficiency of the method according to the invention.
    At a mr of 1 “Poluceia alpha methylthio-3 - (2 chloro-4-trifluoro methylphenoxane) - 6-nitrobenzaldox — m,
    Alpha-chloro-3 (2-chloro--: -trifluoromethylphenoxy) 6-nitrobenzaldoxime (4g) is dissolved in diethyl ether (20 ml) and a solution of triethylamine (1p4 g) in ether is added at room temperature, Else this through a solution Methyl mercapta is skipped during transferring and tempering, swirling medium for 1 hour. Then ether and water (500 ml 50/50) are added, the organic layer is separated, washed and dried 5 the solution is removed, the product is purified by chromatography and the target product is sent to the t pl, 1 8 О С,
    Example 2, Preparation of 0-methoxycarbonylnetyloxy alpha methylthio 3- (2-chloro 4-trifluoromethylphenoxy) -6-nitro-benzaldehyde ”
    Compound J prepared according to Example 1p is dissolved in dry tetrahydrofuran (1 g, 0 ml) and B is added with stirring under a nitrogen atmosphere at room temperature to a suspension of sodium hydride (g) In tetraxylfuran (50 ml),
    After 1 h, bromoacetic acid methyl ester (1 g) is added and the reaction mixture is heated under reflux for; h | ether and water (500 ml; 50/50) are added, the organic layer is separated, rinsed and dried. The reaction product, a pale yellow oil, is purified by chromatography.
    Under the conditions of examples 1 and 2, half the other compounds presented in Table 1,
    .
    Q
    five
    0 5 p
    five
    five
    PRI me R 3. Determination of herbicidal activity. Seeds of experimental plants grown under greenhouse conditions j are treated with liquid forms of active substances and continue to grow for 12 days. The liquid form is a solution in acetic acid with the addition of 0.4 wt.% Condensate alkylphenol-ethylene oxide.
    Odenko herbicidal action was carried out on a scale from 0 to 9 (O - no effect, 9 - full of plant death)
    For comparison, the known herbicide, 5- {2-chloro-4-trifluoromethylphenoxy) -2-nitroacetophenoxime 0-methyl ester (compound A) was used,
    In addition to the herbidid action, a selectivity factor is determined, which is the difference between the sum of the points that determine the effect on the dicotyledonous plants and the sum of the points that determine the effect on the monocotyledonous plants,
    The results of the experiments are presented in tabLe2,
    权利要求:
    Claims (1)
    [1]
    The results of the experiments indicate a high herbicidal activity of the proposed compounds and their significantly better selectivity compared with the known herbicide. Invention Formula
    A method of controlling undesirable vegetation by post-harvest processing of its derivative of diphenyl ether, characterized in that, in order to increase the selectivity of action, a compound is used as a derivative of diphenyl ether.
    general formula.
    l
    one
    C1 C NO-Z
    cF3- o / -o- (§; -N02
    where X is methylthiose acetylthio. ethoxycarbonylmethylthio, dimethylamino, 1,2,4-triazolyl; Z - hydrogen, methyl, cyanomethyl, acetyl, methoxycarbonylmethyl, ethoxycarbonylmethyl} N - methylaminocarbonyl, in the amount of 1 kg / ha.
    eleven
    Methylthio Methyl
    NMR spectrum: cG 2.05 (3H, S); 3.75 (3H, S); 4.65 (2H, S); 6.9-7.4 (3H, m); 7.65 (IH, complex); 7-8 (lH, d); 8.15 (lH, d)
    Table 2
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    同族专利:
    公开号 | 公开日
    FI853334L|1986-03-08|
    BR8504295A|1986-06-17|
    FI853334A0|1985-08-30|
    CN85106961A|1987-04-01|
    IL76306D0|1986-01-31|
    MA20518A1|1986-04-01|
    GR852164B|1986-01-08|
    PT81095A|1985-10-01|
    ES546725A0|1987-02-16|
    KR860002458A|1986-04-26|
    EP0174046A2|1986-03-12|
    AU582186B2|1989-03-16|
    CA1250300A|1989-02-21|
    IL76306A|1989-06-30|
    EP0174046A3|1987-01-14|
    JPS6168461A|1986-04-08|
    HUT40603A|1987-01-28|
    ZW14785A1|1985-12-04|
    CN85106974A|1987-04-01|
    CS261228B2|1989-01-12|
    NZ213371A|1989-02-24|
    ES8703408A1|1987-02-16|
    GB8422701D0|1984-10-10|
    HU198681B|1989-11-28|
    PT81095B|1987-10-20|
    ZA856809B|1986-04-30|
    EG17798A|1990-12-30|
    DK405885A|1986-03-08|
    DK405885D0|1985-09-05|
    CS635785A2|1988-05-16|
    AU4710685A|1986-03-13|
    PH21884A|1988-03-25|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    AU6651581A|1980-02-01|1981-08-06|Rhone-Poulenc, Inc.|2-nitro- benzoyl derivatives as herbicides|
    ZA851378B|1984-03-22|1986-09-24|Ppg Industries Inc|Diphenylether oxime ester derivatives|
    GB8422701D0|1984-09-07|1984-10-10|Shell Int Research|Ether herbicides|GB8422701D0|1984-09-07|1984-10-10|Shell Int Research|Ether herbicides|
    JP2696342B2|1988-06-27|1998-01-14|日本曹達株式会社|Amidine derivative, method for producing the same, acaricide and agricultural / horticultural fungicide|
    SK113696A3|1994-03-10|1997-06-04|Bayer Ag|Oxime derivatives and their use as pesticides|
    EP1125931A1|2000-02-17|2001-08-22|Hunan Research Institute of Chemical Industry|Biocidal alkyl-substituted-aryl-ketoxime-O-ethers and the production method thereof|
    WO2009130193A1|2008-04-22|2009-10-29|Bayer Cropscience Sa|Fungicide hydroximoyl-heterocycles derivatives|
    EP2668156B1|2011-01-28|2018-10-31|Basf Se|Polymerizable composition comprising an oxime sulfonate as thermal curing agent|
    US9585392B2|2012-09-25|2017-03-07|Bayer Cropscience Ag|3-phenylisoxazolin derivatives with herbicidal action|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    GB848422701A|GB8422701D0|1984-09-07|1984-09-07|Ether herbicides|
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