Certain alkynyl-benzene sulfonamide intermediates useful for preparing
ureas herbicides
    1.
    发明授权
    Certain alkynyl-benzene sulfonamide intermediates useful for preparing ureas herbicides 失效
    某些用于制备脲类除草剂的炔基 - 苯磺酰胺中间体

    公开(公告)号:US4727186A

    公开(公告)日:1988-02-23

    申请号:US745747

    申请日:1985-06-17

    CPC分类号: C07D521/00 A01N47/36

    摘要: Phenylsulfonamides of Formula II ##STR1## wherein A is a radical of the formula --C.tbd.C--R;R is H, or an optionally substituted (i) C.sub.1 -C.sub.9 alkyl, (ii) C.sub.3 -C.sub.9 cycloalkyl, (iii) phenyl, or (iv) 5-or-6 membered heterocyclic ring;m is one or two;R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, or --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 haloalkenyl, --Y--R.sub.5, --COOR.sub.6, --NO.sub.2, or --CO--NR.sub.7 --R.sub.8 ;R.sub.5 and R.sub.6 are each independently C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, 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 are each independently 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, sulfinyl or sulfonyl bridge; or a salt thereof.

    摘要翻译: 式II的苯磺酰胺(II)其中A是式-C3OND C-R的基团; R为H或任选取代的(ⅰ)C 1 -C 9烷基,(ⅱ)C 3 -C 9环烷基,(ⅲ)苯基或(ⅳ)5-或6-元杂环; m是一两个; R1是氢,卤素,C1-C5烷基,C2-C5烯基或-Y-R5; R2是氢,卤素,C1-C5烷基,C2-C5烯基,C1-C4卤代烯基,-Y-R5,-COOR6,-NO2或-CO-NR7-R8; R 5和R 6各自独立地为C 1 -C 5烷基,C 2 -C 5烯基,C 2 -C 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; Y是氧,硫,亚磺酰基或磺酰基桥; 或其盐。

    N-phenylsulfonyl-N'-triazinylureas
    2.
    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-Phenylsulfonylcarbamates
    3.
    发明授权
    N-Phenylsulfonylcarbamates 失效
    N-苯基磺酰基氨基甲酸酯

    公开(公告)号:US4487951A

    公开(公告)日:1984-12-11

    申请号:US571976

    申请日:1984-01-19

    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独立地为 各自为氢,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-Arylsulfonyl-N'-pyrimidinylureas
    4.
    发明授权
    N-Arylsulfonyl-N'-pyrimidinylureas 失效
    N-芳基磺酰基-N'-嘧啶基脲

    公开(公告)号:US4478635A

    公开(公告)日:1984-10-23

    申请号:US455175

    申请日:1983-01-03

    摘要: The invention relates to N-arylsulfonyl-N'-pyrimidinyl ureas of the general formula ##STR1## and to the salts thereof with amines, alkali metal hydroxides or alkaline earth metal hydroxides or with quaternary ammonium bases. These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.In the formula, R.sub.18 is hydrogen, alkyl or alkoxy, X is an unsubstituted or substituted phenyl radical or an unsubstituted or substituted naphthyl radical, Y is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.2 -C.sub.3 alkoxyalkyl, halogen or an unsubstituted amino group and Z is oxygen or sulfur.

    摘要翻译: 本发明涉及通式为(I)的N-芳基磺酰基-N'-嘧啶基脲,以及其与胺,碱金属氢氧化物或碱土金属氢氧化物或季铵碱的盐。 这些化合物具有良好的芽前和芽后选择性除草和生长调节性质。 式中,R 18为氢,烷基或烷氧基,X为未取代或取代的苯基或未取代或取代的萘基,Y为C1-C3烷基,C1-C3卤代烷基,C1-C3烷氧基,C1-C3卤代烷氧基,C1-C3烷硫基, C 2 -C 3烷氧基烷基,卤素或未取代的氨基,Z是氧或硫。

    N-Phenylsulfonyl-N-triazinylureas
    5.
    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-pyridinylsulfonyl-N'-triazinylureas
    6.
    发明授权
    N-pyridinylsulfonyl-N'-triazinylureas 失效
    N-吡啶基磺酰基-N'-三嗪基脲

    公开(公告)号:US4936903A

    公开(公告)日:1990-06-26

    申请号:US374322

    申请日:1989-06-29

    摘要: N-Pyridinylsulfonyl-N'-pyrimidinylureas and N-pyridinylsulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.3 -C.sub.6 dialkoxyalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.3 is a ##STR3## group, n is 0, 1 or 2,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --COOR.sup.14 or --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxyalkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.

    N-heterocyclosulfonyl-N'-pyrimidinylureas and
N-heterocyclosulfonyl-N'-triazinylureas
    7.
    发明授权
    N-heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas 失效
    N-杂环磺酰基-N'-嘧啶基脲和N-杂环磺酰基-N'-三嗪基脲

    公开(公告)号:US4932997A

    公开(公告)日:1990-06-12

    申请号:US719614

    申请日:1985-04-03

    摘要: N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.3 -C.sub.6 dialkoxyalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## group R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.2 is a ##STR3## group, R.sup.3 is a ##STR4## Q is oxygen, sulfur or --NR.sup.7 --,A is oxygen, sulfur, --SO--, --SO.sub.2 -- or --(CR.sup.10 R.sup.11).sub.m --,m and n are 0, 1 or 2,R.sup.7 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, benzyl oder phenyl,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --COOR.sup.14 or --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxyalkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.

    N-pyridinylsulfonyl-N'-pyrimidinylures
    8.
    发明授权
    N-pyridinylsulfonyl-N'-pyrimidinylures 失效
    N-吡啶基磺酰基-N'-嘧啶基

    公开(公告)号:US4875923A

    公开(公告)日:1989-10-24

    申请号:US114993

    申请日:1987-10-26

    摘要: N-Pyridinylsulfonyl-N'-pyrimidinylureas and N-pyridinylsulfonyl-N'-triazinylureas of the formula ##STR1## wherein E is nitrogen or the methine bridge,Z is oxygen or sulfur,R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.5 and R.sup.6 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.2 -C.sub.4 -alkylthio, C.sub.3 -C.sub.6 cycloalkyl or --NR.sup.12 R.sup.13,G is a ##STR2## R.sup.1 is hydrogen, halogen, nitro, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, trifluoromethyl, trifluoromethoxy, difluoromethoxy, C.sub.1 -C.sub.4 alkyl carbonyl or --COOR.sup.14,R.sup.3 is a ##STR3## group, n is 0, 1 or 2,R.sup.8 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 haloalkyl, nitro, --COOR.sup.14, C.sub.1 -C.sub.4 haloalkoxy, --O--CR.sup.15 R.sup.16 --CN,R.sup.9 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkoxyalkyl oder C.sub.2 -C.sub.4 alkoxylkoxy,R.sup.10 and R.sup.11 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.12 and R.sup.13 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl,R.sup.14 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.3 -C.sub.4 alkynyl, or is C.sub.1 -C.sub.4 alkyl which is substituted by C.sub.1 -C.sub.4 alkoxy, halogen or phenyl, andR.sup.15 and R.sup.16 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl, and the salts thereof have useful selective herbicidal properties for controlling weeds in crops of useful plants.

    摘要翻译: N-吡啶基磺酰基-N'-嘧啶基脲和式(I)的N-吡啶基磺酰基-N'-三嗪基脲其中E是氮或次甲基桥,Z是氧或硫,R4是氢或C1-C4烷基,R5 和R 6各自独立地为氢,卤素,C 1 -C 4烷基,C 1 -C 4卤代烷基,C 1 -C 4烷氧基,C 1 -C 4卤代烷氧基,C 2 -C 4 - 烷硫基,C 3 -C 6环烷基或-NR 12 R 13,G为R 1为氢,卤素, 硝基,C 1 -C 4烷基,C 1 -C 4烷氧基,三氟甲基,三氟甲氧基,二氟甲氧基,C 1 -C 4烷基羰基或-COOR 14,R 3是一个基团,n是0,1或2,R 8是氢,C 1 -C 4烷基, C4烷氧基,卤素,C1-C4卤代烷基,硝基,-COOR14,C1-C4卤代烷氧基,-O-CR15R16-CN,R9是氢,卤素,C1-C4烷基,C1-C4烷氧基,C2-C4烷氧基烷基,C2-C4烷氧基烷氧基,R10和R11是 各自独立地为氢或C 1 -C 4烷基,R 12和R 13各自独立地为氢或C 1 -C 4烷基,R 14为氢,C 1 -C 4烷基,C 2 -C 4链烯基,C 3 -C 4炔基,或为被C 1 -C 4烷氧基,卤素 o R苯基,R15和R16各自独立地为氢或C1-C4烷基,其盐具有有用的选择性除草性质,用于控制有用植物作物中的杂草。

    N-phenylsulfonyl-N'-triazinylureas
    9.
    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:US4780125A

    公开(公告)日:1988-10-25

    申请号:US525366

    申请日:1983-08-22

    摘要: The invention relates to N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N-triazinylureas of the general formula ##STR1## wherein R.sub.1 is hydrogen, halogen, nitro, amino, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.4 haloalkyl or a --Q--R.sub.7, --CO--OR.sub.8 or --(CO).sub.n --NR.sub.9 R.sub.10 radical,R.sub.2 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 containing not more than 4 carbon atoms,R.sub.3 is C.sub.2 -C.sub.10 alkenyl which is substituted by one or more fluorine or bromine atoms or by one or more hydroxyl, cyano, nitro, --(Y).sub.m --CO--(Z).sub.n --R.sub.8, --SO.sub.2 --NR.sub.11 R.sub.12, --S(O).sub.p --C.sub.1 --C.sub.3 haloalkyl or --S(O).sub.n --C.sub.1 -C.sub.3 alkyl groups and which may additionally be substituted by one or more chlorine atoms,R.sub.4 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 haloalkoxy, R.sub.5 is hydrogen, halogen, --NR.sub.13 R.sub.14, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.2 haloalkoxy,R.sub.6 is hydrogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy,X is oxygen or sulfur, andE is nitrogen or the methine group, andR.sub.7 is C.sub.1 -C.sub.4 alkyl which is substituted by halogen or C.sub.1 -C.sub.3 alkoxy or is C.sub.3 -C.sub.5 alkenyl,R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl or C.sub.2 -C.sub.6 alkoxyalkyl,R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14, each independently of the other, are hydrogen or C.sub.1 -C.sub.3 alkyl,Q is oxygen, sulfur, the sulfinyl or sulfonyl bridge,Y is oxygen, sulfur or --NR.sub.16 --, wherein R.sub.16 is hydrogen or C.sub.1 -C.sub.3 alkyl,Z is oxygen, sulfur or --NR.sub.17 --, wherein R.sub.17 is hydrogen or C.sub.1 -C.sub.3 alkyl,m and n are each 0 to 1, andp is 0, 1 or 2, and to the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases.These compounds have good pre- and postemergence selective herbicidal and growth regulating properties.

    摘要翻译: 本发明涉及通式为(I)的N-苯基磺酰基-N'-嘧啶基脲和N-苯基磺酰基-N-三嗪基脲,其中R 1是氢,卤素,硝基,氨基,C 1 -C 5烷基,C 1 -C 4卤代烷基或 -Q-R7,-CO-OR8或 - (CO)n-NR9R10基,R2是氢,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,卤素或不大于 4个碳原子,R 3是被一个或多个氟或溴原子或一个或多个羟基,氰基,硝基, - (Y)m -CO-(Z)n -R 8,-SO 2 -NR 11 R 12取代的C 2 -C 10链烯基 ,-S(O)p-C 1 -C 3卤代烷基或-S(O)n -C 1 -C 3烷基,并且其可以另外被一个或多个氯原子取代,R 4是C 1 -C 3烷基,C 1 -C 3卤代烷基,C 1 -C 3烷氧基或 C1-C3卤代烷氧基,R5是氢,卤素,-NR13R14,C1-C3烷基,C1-C3卤代烷基,C1-C3烷氧基或C1-C2卤代烷氧基,R6是氢,C1-C3烷基或C1-C3烷氧基,X是氧或硫,E是 氮或次甲基,并且R 7为被所取代的C 1 -C 4烷基 卤素或C 1 -C 3烷氧基或C 3 -C 5链烯基,R 8为C 1 -C 4烷基,C 1 -C 4卤代烷基或C 2 -C 6烷氧基烷基,R 9,R 10,R 11,R 12,R 13和R 14各自独立地为氢或C 1 -C 3烷基, Q是氧,硫,亚磺酰基或磺酰基桥,Y是氧,硫或-NR 16 - ,其中R 16是氢或C 1 -C 3烷基,Z是氧,硫或-NR 17 - ,其中R 17是氢或C 1 -C 3烷基, m和n各自为0至1,p为0,1或2,以及这些化合物与胺,碱金属碱或碱土金属碱的盐。 这些化合物具有良好的芽前和芽后选择性除草和生长调节性质。

    N-phenylsulfonyl-N'-pyrimidinylureas
    10.
    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:US4537618A

    公开(公告)日:1985-08-27

    申请号:US496326

    申请日:1983-05-19

    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,E is the methine group or nitrogen,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(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,E是 次甲基或氮,Z为氧或硫,R为氢; 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。