• 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:
    Compounds of the formula I or their salts …<IMAGE>… in which… R<1> denotes (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, where these radicals are substituted by halogen, saturated and unsaturated (C1-C6)alkoxy, (C1-C6)alkylthio, -sulphinyl or -sulphonyl, (C1-C6)-alkoxycarbonyl, NO2, CN or phenyl; in addition (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C8)cycloalkyl which can be substituted by halogen or by alkoxy or alkylthio; (C5-C8)cycloalkenyl, cyclopropylmethyl, epoxypropyl; furfuryl, tetrahydrofurfuryl, phenoxy(C1-C4)alkyl, where the three last-mentioned substituents can be substituted by halogen, alkyl or alkoxy; or phenyl which can be substituted by halogen, alkyl, alkoxy, NO2, CF3, CN or OCHF2;… or in the case in which R<2> denotes alkenyl, alkynyl, phenyl, phenoxy, which can be substituted as indicated below, alkylsulphonyl or alkylsulphinyl and n NOTEQUAL 0, R<1> also denotes (C1-C8)alkyl,… R<2> independently of one another denotes (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, phenyl, phenoxy, (C1-C4)alkoxy, (C1-C4)alkylthio, (C1-C4)alkoxycarbonyl, (C2-C4)alkenyloxycarbonyl, (C2-C4)alkynyloxy-carbonyl, where all abovementioned radicals can be substituted by halogen, (C1-C4)alkoxy or (C1-C4)alkylthio; in addition halogen, NO2, (C1-C4)alkylsulphonyl or (C1-C4)alkylsulphinyl;… n denotes 0, 1, 2 or 3; y denotes O or S;… R<3> denotes hydrogen, (C1-C8)alkyl, (C2-C8)alkenyl, (C3-C8)alkynyl or (C1-C4)alkoxy;… R<2> denotes a heterocyclic radical of the formulae …<IMAGE>… E denotes CH or N,… G denotes O or CH2,… R<5> and R<6> denote hydrogen, halogen, alkyl, alkoxy or alkylthio, where the abovementioned alkyl-containing radicals can be substituted by halogen, alkoxy or alkylthio, in addition a radical of the formula -NR<12>R<13>, -OCHR<7>-CO2R<12>, cycloalkyl, alkenyl, alkynyl, alkenyloxy or alkynyloxy,… R<7> denotes hydrogen or alkyl; R<8> denotes alkyl, -CHF2 or -CH2CF3; R<9> and R<10> denote hydrogen, alkyl, alkoxy or halogen,… R<11> denotes hydrogen, alkyl, -CHF2 or CH2CF3 and R<12> and R<13> denotes hydrogen, alkyl, alkenyl or alkynyl,… have excellent herbicidal and plant growth-regulating properties.
    公开号:SU1729276A3
    申请号:SU894614081
    申请日:1989-05-16
    公开日:1992-04-23
    发明作者:Кене Хайнц；Вилльмс Лотар；Бауер Клаус；Бирингер Херманн；Бюрстелль Хельмут
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    table 2
    0.3
    0.08
    0.02
    oh w
    0.08 0.02
    0.3
    0.08
    0.02
    0.3
    0.08
    0.02
    0.3
    0.08
    0.02
    5 5 C 5 5 5 5 5 5 5 5 5 5 5 1
    five.
    five
    five
    five
    five
    C
    five
    five
    five
    five
    five
    five
    five
    five
    3
    one
    O O 2 1 O 5 2
    one
    3 2 1 1 1 About
    2 1
    O 1 o
    about
    2 1
    ABOUT
    1 о о 1 о о
    1 1 1
    2 1
    1 1 1 1 1 1 About
    权利要求:
    Claims (1)
    [1]
    The invention relates to chemical methods of controlling weed and unwanted vegetation.
    Known methods of weed control, based on the use of derivatives of aryloxy sulfonylurea. However, the known methods are not effective against weeds, especially in relatively low doses of active substances, and lead to damage to cultivated plants.
    The aim of the invention is to increase the efficiency of the method of weed control, based on the use of sulfonylurea derivatives.
    The goal is achieved by using, as active substances, a new sulfonylurea derivative of the general formula 'ίϋτ 0111 Ί ^ ΟίΟι-ΜΗ-ί-ΗΗ-ς O) where Ri-2-chloroethyl, 2-methoxyethyl, allyl, propargyl;
    R 2 and R 3 are methyl or methoxy.
    Example 1. Obtaining 1 [2- (2-chloroethoxy) -phenoxy-sulfonyl] -3 (4,6-dimethoxypyrimidin-2-yl) -urea (compound Ns 1).
    To a solution of 3.1 g (0.02 mol) of 2-amino-4,6dimethoxypyrimidine in 30 ml of methylene chloride was added dropwise at 0 ° C rac; Creatine 5.6 g (0.02 mol) of 2- (2-chloroethoxy) phenoxy sulfonyl isocyanate in 20 ml of methylene chloride. After this, the reaction mixture was stirred for 24 hours at room temperature, diluted with 100 ml of methylene chloride, washed with 50 ml of 1 N hydrochloric acid and ΐ 50 ml of water. The organic phase is separated, j is dried over sodium sulfate, the solvent is distilled off, j the remaining viscous oil is> crystallized by trituration with diethyl ether and 7.7 g (89%) of the final product are obtained with mp. 132-134 ° C.
    1729276 AZ
    Under the conditions of Example 1, the following compounds are prepared: No. 2 - 1- (2-propargyloxyphenoxy sulfonyl) -3- (4,6-dimethoxypyrimidin-2-yl) -urea with mp 125-126 ° C; No. 3 - 1- [2- (2-methoxyethoxy) -phenoxysulfonyl] -3- {4,6-dimethoxypyrimidin-2-yl) -urea 106-108 ° C: No. 4 - 1- (2-allyloxyphenoxy-sulfonyl) -3- (4,6-dimethylpyri midin-2-yl) -urea with so pl. 128-133 ° C; No. 5- 1- (2-allyloxyphenoxy-sulfonyl) -3- (4,6-dimethoxy-pyrimidin-2-yl) -urea with so pl. 123 s .
    Example 2. Pre-emergence treatment of plants.
    The seeds of experimental plants are sown under greenhouse conditions in sandy loamy soil and covered with soil. After that, the soil is treated with a wettable powder or emulsion of the active substance diluted with water, at the rate of 600-800 l of water per hectare. Pots with experimental plants are kept in a greenhouse for 3-4 weeks after treatment and visually determine the degree of herbicide exposure on a scale from 0 to 5 points: 0 no effect; 1 - from Odo 20% of damage; 2 - from 20 to 40% of damage, 3 - from 40 to 60% of damage, 4 - from 60 to 80% of damage. 5 - from 80 to 100% damage.
    For comparison, the known herbicide analogue is used: 1- (2-butoxyphenoxy sulphonyl) -3- (4,6-dimethoxypyrimidin-2-yl) -urea (compound No. 1).
    The results of the experiments are presented in table. one. ·
    Example 3. Post-emergence plant treatment,
    Experimental plants grown in a greenhouse up to the stage of 3 petals are treated with preparative forms of active substances and incubated for 3-4 weeks after treatment. After that, visual control of the degree of herbicidal effect is carried out analogously to example 2.
    The results of the experiments are presented in table. 2.
    FORMULA AND ELECTRICITY
    A method of controlling weeds by treating them or the soil on which they grow with a sulfonylurea derivative, characterized in that, in order to increase the herbicidal effect, a compound of the general formula 25 irV 0K | ° K — Λ AAoSOi-KH-C-NMO) “W}
    30 where Ri is 2-chloroethyl, 2-methoxyethyl, allyl, propargyl;
    R 2 and R 3 are methyl or methoxy.
    in an amount of 0.02-0.3 kg / ha.
    Compound Dose kg / ha Herbicidal effect experimental plants Mustard Bedstraw Asterisk Bramble Spat Wheat one 0.3 5 5 5 5 four 0 0.08 5 5 5 2 3 0 0.02 5 5 four one 2 0 2 oh s 5 5 5 5 four 0 0.08 5 5 5 3 2 0 0.02 5 5 3 one one 0 3 oh s 5 5 5 5 2 one 0.08 5 5 5 5 2 0 0.02 5 5 four 2 2 0 5 0.3 5 5 5 5 four one 0.08 5 5 5 3 3 0 0.02 5 5 3 2 2 0 0.3 5 5 5 2 one one BUT 0.08 5 5 four 0 0 one 0.02 four four one 0 0 0
    table 2
    Compound Dose kg / ha Herbicidal effect of experimental plants Mustard Bedstraw Asterisk Bramble Spat Wheat one 0.3 5 5. 3 one 2 - 0.08 5 5 2 0 one - 0.02 four 5 one 0 0 - 2 0.3 5 5 k 2 one one 0.08 5 5 3 one 0 one 0.02 5 If 2 0 0 one 3 0.3 5 5 if 5 2 2 0.08 5 5 3 2 one one 0.02 5 5 3 one 0 one 5 0.3 5 5 four 3 one one 0.08 5 5 3 2 0 one 0.02 5 5 2 one 0 one BUT 0.3 5 5 3 one one one 0.08 5 5 2 one 0 one 0.02 if 3 one 0 0 0
    Compiled by R. Streltsov
    类似技术:
    公开号 | 公开日 | 专利标题
    RU2059365C1|1996-05-10|Method for control against weed
    DK165443B|1992-11-30|4- | phenol
    DK164166B|1992-05-18|N-OE | AMINOCARBONYLAA-3-trifluoromethylpyridine-2-sulfonamide and salts thereof, herbicidal composition CONTAINING THEREOF, A method for controlling noxious weeds USING THEREOF AND METHOD FOR preparing the compound
    CZ281586B6|1996-11-13|Derivative of 2-anilinopyrimidine, process of its preparation and a fungicidal agent containing thereof
    SU1729276A3|1992-04-23|Method for struggle against weeds
    RU2045512C1|1995-10-10|2-[2′,3′,4′-trisubstituted benzoyl]-1,3-cyclohexanediones or their salts, herbicide composition and a method of struggle against weeds
    SK282027B6|2001-10-08|Oxime ethers, method and intermediate for their preparation, microbicidal preparations containing them
    RU2007084C1|1994-02-15|Herbicidal composition
    US4221584A|1980-09-09|Herbicidal and plant-growth-regulating N-|-methylacetanilides
    CN101885724B|2012-10-17|Heterocyclic ketone-containing N-substituted phenyl pyrazole compound, preparation method thereof and application thereof in prevention and control of plant diseases and insect pests
    IE47663B1|1984-05-16|Phenyl isothiocyanate derivatives
    CS212332B2|1982-03-26|Fungicide means
    CS214681B2|1982-05-28|Fungicide means
    JP2905982B2|1999-06-14|Heterocycle-containing phenylpyrazole derivatives or salts thereof, process for producing the same, and herbicides
    US3871866A|1975-03-18|Herbicide and method for controlling weeds
    JP2905981B2|1999-06-14|3-Substituted phenylpyrazole derivatives or salts thereof, process for producing the same, and herbicides
    SU745349A3|1980-06-30|Fungicidic composition
    DD143199A5|1980-08-13|CROPPING AGENT OR PLANT GROWTH REGULATOR
    SU519107A3|1976-06-25|Herbicidal composition
    US3819626A|1974-06-25|Substituted triazines
    CS219857B2|1983-03-25|Fungicide means
    US4596801A|1986-06-24|4H-3,1-benzoxazine derivatives, process for producing the same and agricultural or horticultural fungicide containing the same
    US3721679A|1973-03-20|1,3-disubstituted-2-trichloromethyl-5-imino-4-imidazolidinones
    US3399988A|1968-09-03|Method of controlling the growth of weeds
    US4336059A|1982-06-22|Herbicidal and plant-growth-regulating N-|-methylacetanilide
    同族专利:
    公开号 | 公开日
    EP0342568B1|1994-02-02|
    DE3816703A1|1989-11-30|
    US5102443A|1992-04-07|
    EP0342568A1|1989-11-23|
    DE58906865D1|1994-03-17|
    IL90298D0|1989-12-15|
    HU205540B|1992-05-28|
    KR900018106A|1990-12-20|
    DD283762A5|1990-10-24|
    IL90298A|1994-07-31|
    JPH0228160A|1990-01-30|
    AU3477889A|1989-11-23|
    HUT50137A|1989-12-28|
    CN1037706A|1989-12-06|
    ES2063071T3|1995-01-01|
    JP2787590B2|1998-08-20|
    BR8902273A|1990-01-09|
    PH27156A|1993-04-02|
    ZA893644B|1991-04-24|
    CN1031917C|1996-06-05|
    AU634472B2|1993-02-25|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US4191553A|1978-03-02|1980-03-04|E. I. Du Pont De Nemours And Company|Herbicidal sulfamates|
    US4394153A|1980-07-11|1983-07-19|E. I. Du Pont De Nemours And Company|Herbicidal aryl esters of N-[-aminocarbonyl]sulfamic acid|
    AU550945B2|1981-07-10|1986-04-10|E.I. Du Pont De Nemours And Company|Triazolyl--sulphonyl-ureas|
    DE3151450A1|1981-12-24|1983-07-14|Celamerck Gmbh & Co Kg, 6507 Ingelheim|N-Phenoxysulphonylureas, their preparation and their use|
    BR8302396A|1982-05-12|1984-01-10|Du Pont|COMPOUND, COMPOSITION AND PROCESS PROPER TO CONTROL THE GROWTH OF UNWANTED VEGETATION|
    US4581059A|1982-11-05|1986-04-08|E. I. Du Pont De Nemours And Company|Herbicidal phenoxy esters of N-aminocarbonyl)sulfamic acid|
    US4678500A|1984-06-29|1987-07-07|E. I. Du Pont De Nemours And Company|Herbicidal 2,6-disubstituted benzylsulfonamides and benzenesulfamates|
    JPH0660084B2|1985-12-27|1994-08-10|クミアイ化学工業株式会社|Herbicide composition|
    JPH068242B2|1986-01-11|1994-02-02|クミアイ化学工業株式会社|Improved paddy herbicide composition|
    DE3816704A1|1988-05-17|1989-11-30|Hoechst Ag|HETEROCYCLIC 2-ALKOXYPHENOXYSULFONYL UREAS AND THEIR USE AS HERBICIDES OR PLANT GROWTH REGULATORS|DE3816704A1|1988-05-17|1989-11-30|Hoechst Ag|HETEROCYCLIC 2-ALKOXYPHENOXYSULFONYL UREAS AND THEIR USE AS HERBICIDES OR PLANT GROWTH REGULATORS|
    DE3826230A1|1988-08-02|1990-02-08|Hoechst Ag|HETEROCYCLIC N-ACYLSUFONAMIDES, METHOD FOR THE PRODUCTION THEREOF, THE AGENTS THEREOF AND THEIR USE AS HERBICIDES OR GROWTH REGULATORS|
    GR1000748B|1989-08-07|1992-12-30|Basf Ag|Means for defoliating cotton plants|
    DE3933543A1|1989-10-07|1991-04-11|Hoechst Ag|SYNERGISTIC HERBICIDES|
    US5198466A|1990-11-09|1993-03-30|Warner-Lambert Company|Oxysulfonyl urea acat inhibitors|
    AU1529799A|1997-12-23|1999-07-12|Warner-Lambert Company|Thiourea and benzamide compounds, compositions and methods of treating or preventing inflammatory diseases and atherosclerosis|
    CN103281905B|2010-12-21|2016-10-19|拜尔作物科学有限合伙公司|The sand paper mutant of bacillus and for promoting plant growing, promoting plant health and control disease and the method for insect|
    BR112014005654A2|2011-09-12|2017-03-28|Bayer Cropscience Lp|methods to improve health and promote plant growth and / or fruit ripening|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE3816703A|DE3816703A1|1988-05-17|1988-05-17|HETEROCYCLICALLY SUBSTITUTED PHENOXYSULFONYL UREAS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS HERBICIDES OR PLANT GROWTH REGULATORS|
    [返回顶部]