Certain sulfonyl carbamates or thiocarbamate intermediates
    1.
    发明授权
    Certain sulfonyl carbamates or thiocarbamate intermediates 失效
    某些磺酰氨基甲酸酯或硫代氨基甲酸酯中间体

    公开(公告)号:US4785109A

    公开(公告)日:1988-11-15

    申请号:US008882

    申请日:1987-01-30

    CPC分类号: C07D521/00 C07D333/38

    摘要: These is described a process for producing sulfonylureas of the formula ##STR1## wherein G is an unsubstituted or substituted furanyl, thienyl, pyrrolyl, pyridinyl or phenyl radical,X is alkyl, haloalkyl, alkoxy, alkylthio, halogen, haloalkoxy, alkylamino or dialkylamino,Y is alkyl, alkoxy or haloalkoxy,Z is a nitrogen atom or the methyne group --CH.dbd..This novel process comprises reacting a sulfonamide of the formulaG--SO.sub.2 --NH.sub.2,in the presence of a base, with a chloroformic acid ester of the formulaCl--CO--Q--T,or a sulfonyl chloride of the formulaG--SO.sub.2 Cl,in the presence of a base, with a urethane of the formulaH.sub.2 N--CO--Q--T;and converting the formed carbamate of the formulaG--SO.sub.2 --NH--CO--Q--Tby reaction with an amine of the formula ##STR2## into the sulfonylurea of the above formula. There are also described novel sulfonylcarbamates of the above formula as intermediates.

    摘要翻译: 这些描述了一种制备式IMA的磺酰脲的方法,其中G是未取代或取代的呋喃基,噻吩基,吡咯基,吡啶基或苯基,X是烷基,卤代烷基,烷氧基,烷硫基,卤素,卤代烷氧基,烷基氨基或二烷基氨基, Y是烷基,烷氧基或卤代烷氧基,Z是氮原子或甲炔基-CH =。 该新方法包括使式G-SO 2 -NH 2的磺酰胺在碱的存在下与式Cl-CO-QT的氯甲酸酯或式G-SO 2 Cl的磺酰氯反应, 碱的存在与式H2N-CO-QT的氨基甲酸酯反应; 并且通过与下式的磺酰脲反应将式G-SO 2 -NH-CO-Q-T的所形成的氨基甲酸酯转化为式(I)所示的磺酰脲。 还描述了上述式的新型磺酰基氨基甲酸酯作为中间体。

    N-phenylsulfonyl-N'-triazinylureas
    3.
    发明授权
    N-phenylsulfonyl-N'-triazinylureas 失效
    N-苯基磺酰基-N'-三嗪基脲

    公开(公告)号:US4594097A

    公开(公告)日:1986-06-10

    申请号:US745749

    申请日:1985-06-17

    CPC分类号: C07D521/00 A01N47/36

    摘要: N-Phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein A is a radical of the formula --C.tbd.C--R,m is 1 or 2,Z is oxygen or sulfur,R is hydrogen; unsubstituted or substituted, branched or unbranched C.sub.1 -C.sub.9 alkyl; unsubstituted or substituted C.sub.3 -C.sub.9 cycloalkyl; unsubstituted or substituted phenyl; or an unsubstituted or substituted 5- or 6-membered aromatic heterocyclic ring,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or a radical --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, --NR.sub.9 R.sub.10 or --O--CH.sub.2 --CH.sub.2 --NR.sub.9 R.sub.10,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, C.sub.1 -C.sub.5 haloalkyl, C.sub.2 -C.sub.5 haloalkenyl or C.sub.2 -C.sub.6 alkoxyalkyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.9 is hydrogen, methyl or ethyl,R.sub.10 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methoxymethyl, cyanomethyl, cyanoethyl, C.sub.3 -C.sub.5 alkenyl or C.sub.3 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridgeand the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.

    摘要翻译: N-苯基磺酰基-N'-嘧啶基脲和通式I的N-苯基磺酰基-N'-三嗪基脲其中A是式-CB 3 CR的基团,m是1或2,Z是氧 或硫,R是氢; 未取代或取代的支链或非支链C 1 -C 9烷基; 未取代或取代的C 3 -C 9环烷基; 未取代或取代的苯基; 或未取代或取代的5元或6元芳族杂环,R 1为氢,卤素,C 1 -C 5烷基,C 2 -C 5烯基或自由基-Y-R 5,R 2为氢,卤素,C 1 -C 5烷基,C 2 -C 5链烯基, C1-C4卤代烷基或自由基-Y-R5,-COOR6,-NO2或-CO-NR7-R8,R3和R4各自独立地为氢,C1-C4烷基,C1-C4烷氧基,C1-C4烷硫基, C1-C4卤代烷基,C1-C4卤代烷氧基,C1-C4卤代烷硫基,卤素,C2-C5烷氧基烷基,-NR9R10或-O-CH2-CH2-NR9R10,R5和R6各自独立地为C1-C5烷基,C2-C5链烯基或C2 C 1-6炔基,C 1 -C 5卤代烷基,C 2 -C 5卤代烯基或C 2 -C 6烷氧基烷基,R 7和R 8各自独立地为氢,C 1 -C 5烷基,C 2 -C 5烯基或C 2 -C 6炔基,R 9为氢,甲基或乙基,R 10为 氢,C1-C4烷基,C1-C4烷氧基,甲氧基甲基,氰基甲基,氰乙基,C3-C5链烯基或C3-C6炔基,Y是氧,硫,亚磺酰基或磺酰基桥,这些化合物与胺,碱金属碱或碱 地球 金属碱基或季铵碱基,具有良好的出芽前和出芽后选择性除草和生长调节性质。

    N-Phenylsulfonyl-N-triazinylureas
    4.
    发明授权
    N-Phenylsulfonyl-N-triazinylureas 失效
    N-苯基磺酰基-N-三嗪基脲

    公开(公告)号:US4443243A

    公开(公告)日:1984-04-17

    申请号:US396959

    申请日:1982-07-09

    摘要: N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, with alkali or alkaline-earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence selective, herbicidal and growth-regulating properties.The symbols in this formula are as follows:A is a C.sub.3 -C.sub.6 -alkynyl group,E is the methine group or nitrogen,X is oxygen, sulfur or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl or a group --Y--R.sub.5,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4 independently of one another are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.7 and R.sub.8 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, andY is oxygen, sulfur or a sulfinyl or sulfonyl bridge.

    摘要翻译: 具有通式(I)的N-苯基磺酰基-N'-嘧啶基 - 和 - 三嗪基脲和这些化合物与胺与碱金属或碱土金属碱或季铵碱的盐具有良好的前和后 芽后选择性,除草和生长调节性质。 该式中的符号如下:A是C 3 -C 6炔基,E是次甲基或氮,X是氧,硫或亚磺酰基或磺酰基桥,Z是氧或硫,m是第一个 或两个,R 1是氢,卤素,C 1 -C 5 - 烷基或C 2 -C 5 - 烯基或基团-Y-R 5,R 2是氢,卤素,C 1 -C 5 - 烷基,C 2 -C 5 - 烯基或C 1 -C 4 - 卤代烷基或基团-Y-R 5,-COOR 6,-NO 2或-CO-NR 7 -R 8,R 3和R 4彼此独立地为氢,C 1 -C 4 - 烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷基,C 1 -C 4卤代烷氧基,卤素或至多4个碳原子的烷氧基烷基,R 5和R 6各自为C 1 -C 5 - 烷基,C 2 -C 5 - 烯基或C 2 -C 6炔基,R 7和R 8 各自独立地为氢,C 1 -C 5 - 烷基,C 2 -C 5 - 烯基或C 2 -C 6 - 炔基,Y为氧,硫或亚磺酰基或磺酰基桥。

    N-Phenylsulfonyl-N'-pyrimidinylureas
    5.
    发明授权
    N-Phenylsulfonyl-N'-pyrimidinylureas 失效
    N-苯基磺酰基-N'-嘧啶基脲

    公开(公告)号:US4419121A

    公开(公告)日:1983-12-06

    申请号:US458584

    申请日:1983-01-17

    CPC分类号: C07D521/00 A01N47/36

    摘要: N-Phenylsulfonyl-N'-pyrimidinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formulaA is a C.sub.1 -C.sub.6 alkyl radical which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, or C.sub.1 -C.sub.4 alkylsulfonyl,X is oxygen, sulfur, a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is 1 or 2,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8, R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridge. pg,2

    摘要翻译: 具有通式“IMAGE”的N-苯基磺酰基-N'-嘧啶基脲及其与胺,碱金属或碱土金属碱或季铵碱的盐具有良好的芽前和芽后选择性除草和生长调节性质。 在上式中A是被C 1 -C 4烷氧基,C 1 -C 4烷硫基,C 1 -C 4烷基亚磺酰基或C 1 -C 4烷基磺酰基取代的C 1 -C 6烷基,X是氧,硫,亚磺酰基或磺酰基桥,Z是氧或硫 ,m为1或2,R2为氢,卤素,C1-C5烷基,C2-C5烯基,C1-C4卤代烷基或基团-Y-R5,-COOR6,-NO2或-CO-NR7-R8,R3和R4, 各自独立地为氢,C 1 -C 4烷基,C 1 -C 4烷氧基,C 1 -C 4烷硫基,C 1 -C 4卤代烷基,卤素或至多4个碳原子的烷氧基烷基,R 5和R 6各自独立地为C 1 -C 5烷基, C 2 -C 5烯基或C 2 -C 6炔基,R 7和R 8各自独立地为氢,C 1 -C 5烷基,C 2 -C 5烯基或C 2 -C 6炔基,Y为氧,硫,亚磺酰基或磺酰基桥。

    N-phenylsulfonyl-N-triazinylureas

    公开(公告)号:US4944793A

    公开(公告)日:1990-07-31

    申请号:US777899

    申请日:1985-09-19

    摘要: N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline-earth metal bases or with quaternary ammonium bases have good selective, pre- and post-emergence, herbicidal and growth-regulating properties.The symbols in this formula have the following meanings:A is a C.sub.3 -C.sub.6 -alkynyl group,X is oxygen, sulfur, or a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,m is the number one or two,R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, or a --Y--R.sub.6 group,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.1 -C.sub.4 -haloalkyl, or a group --Y--R.sub.6, --COOR.sub.7, --NO.sub.2 or --CO--NR.sub.8 --R.sub.9,R.sub.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, halogen or alkoxyalkyl having at most 4 carbon atoms,R.sub.4 is hydrogen, methyl or ethyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -alkoxy, methoxymethyl, cyanomethyl or cyanoethyl,R.sub.6 and R.sub.7 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl,R.sub.8 and R.sub.9 independently of one another are each hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, andY is oxygen, sulfur, or a sulfinyl or sulfonyl bridge.

    N-phenylsulfonyl-N'-pyrimidinylureas
    7.
    发明授权
    N-phenylsulfonyl-N'-pyrimidinylureas 失效
    N-苯基磺酰基-N'-嘧啶基脲

    公开(公告)号:US4681619A

    公开(公告)日:1987-07-21

    申请号:US761941

    申请日:1985-08-02

    CPC分类号: C07D521/00 A01N47/36

    摘要: N-Phenylsulfonyl-N'-pyrimidinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formulaQ is fluorine, fluoromethyl, chloromethyl, trichloromethyl, 1,2-dichloroethyl, 1,2-dibromoethyl, 1,2-dichloropropyl, 1,2-dibromopropyl, 1,2-dibromoisobutyl, 1,2-dichloro-1-methyl-ethyl or 1,2-dibromo-1-methyl-ethyl,X is oxygen, sulfur, a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 and R.sub.4, each independently of the other, are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridge.

    摘要翻译: 具有通式“IMAGE”的N-苯基磺酰基-N'-嘧啶基脲及其与胺,碱金属或碱土金属碱或季铵碱的盐具有良好的芽前和芽后选择性除草和生长调节性质。 在上式中,Q是氟,氟甲基,氯甲基,三氯甲基,1,2-二氯乙基,1,2-二溴乙基,1,2-二氯丙基,1,2-二溴丙基,1,2-二溴异丁基, 1-甲基 - 乙基或1,2-二溴-1-甲基 - 乙基,X是氧,硫,亚磺酰基或磺酰基桥,Z是氧或硫,R2是氢,卤素,C1-C5烷基,C2-C5链烯基, C1-C4卤代烷基或自由基-Y-R5,-COOR6,-NO2或-CO-NR7-R8,R3和R4各自独立地为氢,C1-C4烷基,C1-C4烷氧基,C1-C4烷硫基, 最多4个碳原子的C 1 -C 4卤代烷基,卤素或烷氧基烷基,R 5和R 6各自独立地为C 1 -C 5烷基,C 2 -C 5烯基或C 2 -C 6炔基,R 7和R 8各自独立地为氢, C 1 -C 5烷基,C 2 -C 5烯基或C 2 -C 6炔基,Y是氧,硫,亚磺酰基或磺酰基桥。

    N-(2-Haloalkoxy- and
2-haloalkylthiophenylsulfonyl)-N'-(halogenatedpyridinyl)ureas
    8.
    发明授权
    N-(2-Haloalkoxy- and 2-haloalkylthiophenylsulfonyl)-N'-(halogenatedpyridinyl)ureas 失效
    N-(2-卤代烷氧基 - 和2-卤代烷基硫代苯基磺酰基)-N' - (卤代吡啶基)脲

    公开(公告)号:US4561878A

    公开(公告)日:1985-12-31

    申请号:US458693

    申请日:1983-01-17

    CPC分类号: C07D521/00 A01N47/36

    摘要: N-Phenylsulfonyl-N'-pyrimidinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formulaA is difluoromethyl, trifluoromethyl, 1,1,2,2-tetrafluoroethyl, 1,1,2-trifluoro-2-chloro-ethyl or 1,1,2,3,3,3-hexafluoropropyl,X is oxygen, sulfur, a sulfinyl or sulfonyl bridge,Z is oxygen or sulfur,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.1 -C.sub.4 haloalkyl, or a radical --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8,R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms,R.sub.4 is halogen, C.sub.2 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl or ethoxymethyl,R.sub.5 and R.sub.6, each independently of the other, are C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl,R.sub.7 and R.sub.8, each independently of the other, are hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl or C.sub.2 -C.sub.6 alkynyl, andY is oxygen, sulfur, a sulfinyl or sulfonyl bridge.

    摘要翻译: 具有通式“IMAGE”的N-苯基磺酰基-N'-嘧啶基脲及其与胺,碱金属或碱土金属碱或季铵碱的盐具有良好的芽前和芽后选择性除草和生长调节性质。 在上式中,A是二氟甲基,三氟甲基,1,1,2,2-四氟乙基,1,1,2-三氟-2-氯乙基或1,1,2,3,3,3-六氟丙基,X是 氧,硫,亚磺酰基或磺酰基桥,Z是氧或硫,R2是氢,卤素,C1-C5烷基,C2-C5链烯基,C1-C4卤代烷基或基团-Y-R5,-COOR6,-NO2或-CO -NR7-R8,R3是氢,C1-C4烷基,C1-C4烷氧基,C1-C4烷硫基,C1-C4卤代烷基,卤素或至多4个碳原子的烷氧基烷基,R4是卤素,C2-C4烷基,C3-C4烷氧基,C1-C4卤代烷基 或乙氧基甲基,R5和R6各自独立地为C1-C5烷基,C2-C5链烯基或C2-C6炔基,R7和R8各自独立地为氢,C1-C5烷基,C2-C5链烯基或C2-C6炔基 ,Y为氧,硫,亚磺酰基或磺酰基桥。

    N-Heterocyclosulfonyl-N'-pyrimidinylureas and
N-heterocyclosulfonyl-N'-triazinylureas

    公开(公告)号:US4549898A

    公开(公告)日:1985-10-29

    申请号:US501459

    申请日:1983-06-06

    CPC分类号: C07D521/00 A01N47/36

    摘要: N-heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein X is oxygen, sulfur, ##STR2## Y is oxygen or sulfur, Z is oxygen or sulfur,E is nitrogen or --CH.dbd.,R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkylthio, --NR.sub.6 R.sub.7 or alkoxyalkyl containing not more than 4 carbon atoms,R.sub.2 is hydrogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, nitro, C.sub.1 -C.sub.3 alkoxy, ##STR3## --SO.sub.2 --NR.sub.6 R.sub.7, --SO.sub.n --C.sub.1 -C.sub.3 alkyl or --CO--R.sub.9,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, methoxy, nitro or trifluoromethyl,R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, C.sub.3 14 C.sub.6 cycloalkyl, benzyl, --CO--C.sub.1 -C.sub.4 alkoxy, --CO--NR.sub.6 R.sub.7 or --CO--C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms,R.sub.5 is hydrogen, nitro, fluorine, chlorine, bromine, methyl, trifluoromethyl, --SO.sub.n --C.sub.1 -C.sub.3 alkyl, --CO--C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 alkoxy,R.sub.6 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, methoxy or ethoxy,R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, orR.sub.6 and R.sub.7, together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocyclic ring which may contain an oxygen or a sulfur atom as ring member,R.sub.8 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -Chd 7cycloalkylalkyl or alkoxyalkyl containing not more than 4 carbon atoms,R.sub.9 is C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.2 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.4 cyanoalkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynylthio, C.sub.5 -C.sub.6 cycloalkoxy, C.sub.4 -C.sub.7 cycloalkylalkoxy, --NR.sub.6 R.sub.7 or alkoxyalkoxy containing not more than 6 carbon atoms,W is oxygen or .dbd.N--O--R.sub.10, wherein R.sub.10 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, andn is a value from 0 to 2and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.

    Process for producing sulfonylureas
    10.
    发明授权
    Process for producing sulfonylureas 失效
    制备磺酰脲类的方法

    公开(公告)号:US4518776A

    公开(公告)日:1985-05-21

    申请号:US511830

    申请日:1983-07-08

    CPC分类号: C07D521/00 C07D333/38

    摘要: There is described a process for producing sulfonylureas of the formula ##STR1## wherein G is an unsubstituted or substituted furanyl, thienyl, pyrrolyl, pyridinyl or phenyl radical,X is alkyl, haloalkyl, alkoxy, alkylthio, halogen, haloalkoxy, alkylamino or dialkylamino,Y is alkyl, alkoxy or haloalkoxy,Z is a nitrogen atom or the methyne group --CH.dbd..This novel process comprises reacting a sulfonamide of the formulaG--SO.sub.2 --NH.sub.2,in the presence of a base, with a chloroformic acid ester of the formulaCl--CO--Q--T,or a sulfonyl chloride of the formulaG--SO.sub.2 Cl,in the presence of a base, with a urethane of the formulaH.sub.2 N--CO--Q--T;and converting the formed carbamate of the formulaG--SO.sub.2 --NH--CO--Q--Tby reaction with an amine of the formula ##STR2## into the sulfonylurea of the above formula. There is also described novel sulfonylcarbamates of the above formula as intermediates.

    摘要翻译: 描述了一种制备式IMA的磺酰脲的方法,其中G是未取代或取代的呋喃基,噻吩基,吡咯基,吡啶基或苯基,X是烷基,卤代烷基,烷氧基,烷硫基,卤素,卤代烷氧基,烷基氨基或二烷基氨基, Y是烷基,烷氧基或卤代烷氧基,Z是氮原子或甲炔基-CH =。 该新方法包括使式G-SO 2 -NH 2的磺酰胺在碱的存在下与式Cl-CO-QT的氯甲酸酯或式G-SO 2 Cl的磺酰氯反应, 碱的存在与式H2N-CO-QT的氨基甲酸酯反应; 并且通过与下式的磺酰脲反应将式G-SO 2 -NH-CO-Q-T的所形成的氨基甲酸酯转化为式(I)所示的磺酰脲。 还描述了上述式的新型磺酰基氨基甲酸酯作为中间体。