Substituted phthalimidocinnamic acid derivatives and intermediates for
their preparation
    4.
    发明授权
    Substituted phthalimidocinnamic acid derivatives and intermediates for their preparation 失效
    取代的苯二甲酰亚氨基肉豆蔻酸衍生物及其制备中间体

    公开(公告)号:US6117822A

    公开(公告)日:2000-09-12

    申请号:US102019

    申请日:1998-06-22

    摘要: Substituted phthalimidocinnamic acid derivatives I ##STR1## where R.sup.1 is H or C.sub.1 -C.sub.4 -alkyl;R.sup.2 is H or halogen;R.sup.3 is CN, NO.sub.2, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -haloalkoxy;R.sup.4 is H, CN, NO.sub.2, halogen or C.sub.1 -C.sub.6 -alkyl;R.sup.5 is H, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -cyanoalkyl, C.sub.1 -C.sub.6 -hydroxyalkyl, C.sub.1 -C.sub.6 -mercaptoalkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl;R.sup.6 is one of the radicals stated under R.sup.5 or CN, NO.sub.2, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -haloalkylthio, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy) carbonyl-C.sub.1 -C.sub.6 -alkyl, hydroxycarbonyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkylamino)carbonyl-C.sub.1 -C.sub.6 -alkyl, di(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl-C.sub.1 -C.sub.6 -alkyl, aminocarbonyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkyl)carbonyl-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoximino-C.sub.1 -C.sub.6 -alkyl, hydroximino-C.sub.1 -C.sub.6 -alkyl, di(C.sub.1 -C.sub.6 -alkoxy)-C.sub.1 -C.sub.6 -alkyl, di(C.sub.1 -C.sub.6 -alkylthio)-C.sub.l- C.sub.6 -alkyl, C.sub.3 -C.sub.6 -haloalkenyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl, COOH, (C.sub.1 -C.sub.6 -alkylamino)carbonyl, di(C.sub.1 -C.sub.6 -alkyl)aminocarbonyl, aminocarbonyl-(C.sub.1 -C.sub.6 -alkyl)carbonyl, (C.sub.1 -C.sub.6 -haloalkyl)carbonyl, unsubstituted or substituted aryl, hetaryl, aryl-C.sub.1 -C.sub.6 -alkyl or hetaryl-C.sub.1 -C.sub.6 -alkyl;or R.sup.5 and R.sup.6 together form an alkylene chain in which a methylene unit may be replaced by --O-- or by C.sub.1 -C.sub.4 -alkylimino;

    摘要翻译: 取代的苯二甲酰亚氨基肉桂酸衍生物I,其中R 1是H或C 1 -C 4烷基; R2是H或卤素; R3是CN,NO2,卤素,C1-C6-烷基,C1-C6-卤代烷基,C1-C6-烷氧基或C1-C6-卤代烷氧基; R4是H,CN,NO2,卤素或C1-C6-烷基; R5是H,C1-C6-烷基,C2-C6-烯基,C2-C6-炔基,C1-C6-卤代烷基,C1-C6-氰基烷基,C1-C6-羟基烷基,C1-C6-巯基烷基,C1-C6- 烷氧基-C 1 -C 6烷基或C 1 -C 6烷硫基-C 1 -C 6 - 烷基; R6是R5或CN,NO2,C1-C6-烷氧基,C1-C6-卤代烷氧基,C1-C6-烷硫基,C1-C6-卤代烷硫基,C3-C6-环烷基,C3-C6-环烷基 - C 1 -C 6烷基,(C 1 -C 6 - 烷氧基)羰基-C 1 -C 6烷基,羟基羰基-C 1 -C 6烷基,(C 1 -C 6烷基氨基)羰基-C 1 -C 6烷基, 烷基)氨基羰基-C 1 -C 6 - 烷基,氨基羰基-C 1 -C 6烷基,(C 1 -C 6 - 烷基)羰基-C 1 -C 6烷基,C 1 -C 6 - 肟基-C 1 -C 6烷基,肟基-C 1 -C 6 - 烷基,二(C 1 -C 6 - 烷氧基)-C 1 -C 6烷基,二(C 1 -C 6 - 烷硫基)-C 1 -C 6烷基,C 3 -C 6 - 卤代链烯基,(C 1 -C 6烷氧基)羰基,COOH, (C 1 -C 6 - 烷基)羰基,二(C 1 -C 6 - 烷基)氨基羰基,氨基羰基 - (C 1 -C 6 - 烷基)羰基,(C 1 -C 6卤代烷基)羰基,未取代或取代的芳基,杂芳基, C6烷基或杂芳基-C1-C6-烷基; 或R5和R6一起形成亚烷基链,其中亚甲基单元可被-O-或被C 1 -C 4烷基亚氨基取代;

    Substituted cinnamic oxime and hydroxamide derivatives
    5.
    发明授权
    Substituted cinnamic oxime and hydroxamide derivatives 失效
    取代的肉桂肟和羟基酰胺衍生物

    公开(公告)号:US6013606A

    公开(公告)日:2000-01-11

    申请号:US765180

    申请日:1997-06-30

    摘要: Substituted cinnamic oxime derivatives I and cinnamic hydroxamide derivatives II ##STR1## (R.sup.1= halogen, NO.sub.2, CN, CF.sub.3 ; R.sup.2 =H, halogen; R.sup.3= H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, hydroxy-C.sub.1 -C.sub.6 -alkyl;R.sup.4= H, halogen, CN, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl orR.sup.3 +R.sup.4 =chemical bond;Y=--O--, --S--, --O--CO--, --O--SO.sub.2 -- or chemical bond;Y'=--O-- or --S--;R.sup.5= unsubst. or subst. C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -haloalkyl; C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, unsubst. or subst. phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl, or, if Y is --O--, --S-- or a chemical bond, is (C.sub.1 -C.sub.6 -alkyl)carbonyl or (C.sub.1 -C.sub.6 -alkoxy)carbonyl; or, if Y is a chemical bond, is hydrogen or halogen;R.sup.5 '=R.sup.5, H or (C.sub.1 -C.sub.6 -haloalkyl)carbonyl;R.sup.6= H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, hydroxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.1 -C.sub.6 -alkyl, cyano-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy) carbonyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkyl) carbonyl-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkyl)carbonyloxy-C.sub.1 -C.sub.6 -alkyl or unsubst. or subst. phenyl-C.sub.1 -C.sub.6 -alkyl;or, if Y is oxygen or sulfur, R.sup.5 +R.sup.6 together=unsubst. or subst. C.sub.1 -C.sub.3 -alkylene;Cyc=N-(3,4,5,6-tetrahydrophthalimido) or ##STR2## X.sup.1, X.sup.2 =oxygen or sulfur; R.sup.7 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, NH.sub.2 ;R.sup.8, R.sup.9 =H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl or unsubst. or subst. phenyl);and salts of I and II.Use: herbicides; desiccation/defoliation of plants.

    摘要翻译: PCT No.PCT / EP95 / 02584第 371日期:1997年6月30日 102(e)日期1997年6月30日PCT提交1995年7月4日PCT公布。 第WO96 / 02518号公报 日期1996年2月1日取代肉桂肟衍生物I和肉桂酸羟基酰胺衍生物II(R1 =卤素,NO2,CN,CF3; R2 = H,卤素; R3 = H,卤素,C1-C6-烷基,C1-C6-卤代烷基, C3-C6-环烷基,C3-C6-烯基,C3-C6-炔基,羟基-C1-C6-烷基; R4 = H,卤素,CN,C1-C6-烷基,C1-C6-卤代烷基或R3 + R4 = 化学键; Y = -O-,-S-,-O-CO-,-O-SO2-或化学键; Y'= -O-或-S-; R5 =未取代或未取代的C1-C6- 烷基或C 1 -C 6 - 卤代烷基; C 3 -C 6 - 环烷基,C 3 -C 6 - 烯基,C 3 -C 6炔基,未取代或取代的苯基或苯基-C 1 -C 6烷基,或者如果Y是-O- (C 1 -C 6烷基)羰基或(C 1 -C 6 - 烷氧基)羰基;或者如果Y是化学键,则是氢或卤素; R 5'= R 5,H或(C 1 -C 6 - -C 6 - 卤代烷基)羰基; R 6 = H,C 1 -C 6烷基,C 1 -C 6卤代烷基,C 3 -C 6环烷基,C 3 -C 6 - 烯基,C 3 -C 6炔基,羟基-C 1 -C 6烷基, C 1 -C 6烷氧基-C 1 -C 6烷基,C 1 -C 6烷硫基-C 1 -C 6烷基,氰基-C 1 -C 6烷基,(C 1 -C 6 - 烷氧基)羰基-C 1 -C 6烷基,(C 1 -C 6 - 烷基)羰基-C 1 -C 6 - 烷基,(C 1 -C 6 - 烷基)羰基氧基 -C 1 -C 6 - 烷基或未取代基。 或subst。 苯基-C 1 -C 6 - 烷基; 或者如果Y是氧或硫,则R5 + R6一起=不成立。 或subst。 C1-C3-亚烷基; Cyc = N-(3,4,5,6-四氢邻苯二甲酰亚氨基)或X1,X2 =氧或硫; R7 = H,C1-C6-烷基,C1-C6-卤代烷基,NH2; R8,R9 = H,卤素,C1-C6-烷基,C1-C6-卤代烷基或未取代基。 或subst。 苯基); 和I和II的盐。 用途:除草剂; 植物的干燥/脱叶。

    N-phenyltetrahydroindazoles, their preparation, and their use as crop
protection agents

    公开(公告)号:US5939558A

    公开(公告)日:1999-08-17

    申请号:US793124

    申请日:1997-02-18

    IPC分类号: C07D231/56 A01N43/56

    CPC分类号: A01N43/56

    摘要: N-Phenyltetrahydroindazoles of formula (I), where R.sub.1 is H or C.sub.1-4 -alkyl; R.sup.2 is halogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl; R.sup.3 is H or halogen; R.sup.4 is NO.sub.2, halogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl; R.sup.5 is --XR.sup.6 ; X is --O--, --S--, --SO-- or --SO.sub.2 --; R.sup.6 is --Alk--R.sup.7 ; Alk is a substituted or unsubstituted methylene, ethylene, propylene, butylene or pentamethylene chain, where one chain member can carry a spiro-linked 2- to 5-membered C chain or where 2 ring members can be bridged via a C.sub.1-5 -alkylene chain; R.sup.7 is CN, SCN, halogen or --YR.sup.11, where Y is --O--, --S--, --SO-- or --SO.sub.2 --; R.sup.10 is H, OH, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.5 -cycloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.3 -C.sub.5 -cycloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, --NH--R.sup.12, --N(C.sub.1 -C.sub.4 -alkyl)--R.sup.12, --N(C.sub.3 -C.sub.4 -alkenyl)-R.sup.12, --N(C.sub.3 -C.sub.4 -alkynyl)-R.sup.12, pyrrolidin-1-yl, piperid-1-yl, morpholin-4-yl, azepan-1-yl, (i) unsubstituted or substituted phenyl, benzyl, phenoxy or benzyloxy; R.sup.11 is C.sub.1-6 -alkyl, C.sub.1-6 -haloalkyl or C.sub.1-6 -cycloalkyl; R.sup.12 is H, OH, C.sub.1-4 -alkyl, C.sub.3-4 -alkenyl, C.sub.3-4 -alkynyl, C.sub.3-6 -cycloalkyl, C.sub.1-4 -alkoxy, C.sub.3-4 -alkenyloxy, C.sub.3-4 -alkenyloxy, C.sub.3-4 -alkynyloxy, or substituted or unsubstituted phenyl or benzyl; and the agriculturally utilizable salts of formula (I), with the provisoes that the simultaneous meaning of R.sup.6 as dihalomethyl, R.sup.2 and R.sup.4 as chlorine and R.sup.3 as halogen is excluded; the simultaneous meaning of X as oxygen and R.sup.7 as --OR.sup.11 or C.sub.1 -C.sub.6 -alkylthio is excluded; Alk must not carry a spiro-linked three-membered ring if R.sup.7 is halogen and R.sup.11 is not C.sub.1-6 -alkyl if R.sup.1 is H, R.sup.2 is C.sub.1-4 -haloalkyl, R.sup.3 is F, R.sup.4 is halogen and R.sup.7 is --R.sup.11. Use: as herbicides; for desiccating/defoliating plants.