Benzylhydroxylamines and intermediates used to prepare them

    公开(公告)号:US6057269A

    公开(公告)日:2000-05-02

    申请号:US973780

    申请日:1998-01-05

    摘要: Benzylhydroxylamines I ##STR1## (X=--N(R.sup.7)--O--; Y=O, S; R.sup.1 =halogen, CN, NO.sub.2, CF.sub.3 ; R.sup.2 =H, halogen; R.sup.3 =H, NH.sub.2, CH.sub.3 ;R.sup.4 =H, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl;R.sup.5 =H, halogen, C.sub.1 -C.sub.6 -alkyl;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.2 -C.sub.6 -alkenyl;R.sup.7 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.3 -C.sub.6 -alkenylcarbonyl, C.sub.3 -C.sub.6 -alkynylcarbonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.2 -C.sub.8 -alkenyloxycarbonyl, C.sub.2 -C.sub.6 -alkynyloxycarbonyl, C.sub.1 -C.sub.6 -alkylthiocarbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylcarbamoyl, it being possible for the 14 last-mentioned radicals to have attached to them 1-3 substituents:NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylcarbonyl, C.sub.1 -C.sub.6 -alkylcarbonyloxy, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, C.sub.1 -C.sub.6 -alkylcarbamoyl,unsubstituted or substituted phenyl, phenoxy or phenylsulfonyl,a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents,--CO--Z.sup.1 R.sup.9, --OCO--Z.sup.1 R.sup.9, --N(R.sup.9)R.sup.10 orR.sup.7 =unsubstituted or substituted cycloalkylcarbonyl, phenylcarbonyl, phenylsulfonyl, phenylcarbamoyl;R.sup.8 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl, it being possible for each of the 5 last-mentioned radicals to have attached to it 1-3 substituents:NO.sub.2, CN, halogen, C.sub.3 -C.sub.8 -cycloalkyl, OH, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy,unsubstituted or substituted phenyl- [sic], phenoxy-[sic] or phenylsulfonyl,a 3- to 7-membered heterocyclyl or heterocyclyloxy group having 1-3 hetero atoms, it being possible for this group to be saturated, unsaturated or aromatic and to have attached to it 1-3 substituents,--CO--Z.sup.2 R.sup.11, --OCO--Z.sup.2 R.sup.11, --N(R.sup.11)R.sup.12 ;Z.sup.1 a chemical bond, oxygen, sulfur or --N(R.sup.10)--;Z.sup.2 =a chemical bond, oxygen, sulfur or --N(R.sup.12)--;R.sup.9, R.sup.11 =H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl, unsubstituted or substituted phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl,orZ.sup.1 and R.sup.9 and/or Z.sup.2 and R.sup.11 together=a 3- to 7-membered heterocycle having 1-3 hetero atoms and bonded via nitrogen, it being possible for this heterocycle to be saturated, unsaturated or aromatic and, if desired, to have attached to it one to three substituents,R.sup.10, R.sup.12 =H, OH, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -alkoxy)and the salts of I where R.sup.3, R.sup.7 and/or R.sup.8 =hydrogenare used as herbicides and for the desiccation/defoliation of plants.

    Substituted phthalimidocinnamic acid derivatives and intermediates for
their preparation
    10.
    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;