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    Oxime esters of substituted quinoline-8-carboxylic acids and use thereof as herbicides
    3.
    发明授权
    Oxime esters of substituted quinoline-8-carboxylic acids and use thereof as herbicides 失效
    取代喹啉-8-羧酸的肟酯及其作为除草剂的用途

    公开(公告)号：US4808212A

    公开(公告)日：1989-02-28

    申请号：US944519

    申请日：1986-12-22

    申请人： Peter Plath ,  Karl Eicken ,  Bernd Zeeh ,  Ulrich Eichenauer ,  Helmut Hagen ,  Rolf-Dieter Kohler ,  Norbert Meyer ,  Bruno Wuerzer

    发明人： Peter Plath ,  Karl Eicken ,  Bernd Zeeh ,  Ulrich Eichenauer ,  Helmut Hagen ,  Rolf-Dieter Kohler ,  Norbert Meyer ,  Bruno Wuerzer

    IPC分类号： C07D333/00 ,  A01N43/42 ,  A01N43/48 ,  A01N43/653 ,  C07D215/32 ,  C07D215/48 ,  C07D335/00 ,  C07D401/12 ,  C07D405/12 ,  C07D409/12 ,  C07D521/00

    CPC分类号： C07D231/12 ,  A01N43/42 ,  A01N43/653 ,  C07D215/32 ,  C07D233/56 ,  C07D249/08 ,  C07D405/12 ,  C07D409/12

    摘要： Oxime esters of substituted quinoline-8-carboxylic acids of the formula ##STR1## where X is hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, Z is hydrogen or methyl, R.sup.1 is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, C.sub.1 -C.sub.4 -alkoxyethyl, C.sub.1 -C.sub.4 -alkylthiomethyl, C.sub.1 -C.sub.4 -alkylthioethyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.5 -C.sub.8 -cycloalkyl, each of which is unsubstituted or bears up to 3 methyl substituents, hydrogen, cyano, acetyl, benzoyl, unsubstituted benzyl or phenyl, or benzyl or phenyl bearing up to 3 substitutents selected from the group consisting of halogen, cyano, trifluoromethyl, C.sub.1 -C.sub.4 -haloalkyloxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkyl, hydroxy, dimethylamino or acetamino, R.sup.2 is hydrogen if R.sup.1 is not hydrogen, R.sup.2 further denotes C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, chloromethyl, azolylmethyl, 1,1-dimethoxymethyl, cyano, C.sub.1 -C.sub.4 -alkoxycarbony, C.sub.1 -C.sub.4 -alkoxy, phenyl if R.sup.1 is H, CH.sub.3 or acetyl, or R.sup.2 denotes, when R.sup.1 is H or methyl, furyl, tetrahydrofuryl, thienyl, tetrahydropyranyl, tetrahydrothiopyranyl, dihydro-.DELTA..sup.3 -pyranyl or dihydro-.DELTA..sup.3 -thiopyranyl; further, R.sup.1 and R.sup.2, together with the carbon atom to which they are linked, denote C.sub.1 -C.sub.12 -cycloalkylidene, C.sub.5 -C.sub.6 -cycloalkenylidene or 4-oxacyclohexadienylidene, each of which is unsubstituted or bears up to 3 methyl substituents, it being possible, where the ring is 5-membered or 6-membered, or doubly unsaturated 6-membered, for it to contain an oxygen or sulfur atom, their preparation, and their use as herbicides.

    摘要翻译： 其中X是氢，C 1 -C 4烷基或卤素，Z是氢或甲基的取代喹啉-8-羧酸的肟酯，R 1是C 1 -C 6烷基，C 1 -C 4烷氧基甲基， C 1 -C 4 - 烷氧基乙基，C 1 -C 4 - 烷硫基甲基，C 1 -C 4 - 烷硫基乙基，C 1 -C 4 - 烷氧基羰基，C 3 -C 6 - 烯基或C 5 -C 8 - 环烷基，其各自为未取代的或至多含有3个甲基取代基 ，氰基，乙酰基，苯甲酰基，未取代的苄基或苯基，或带有至多3个选自卤素，氰基，三氟甲基，C 1 -C 4卤代烷氧基，C 1 -C 6 - 烷硫基，C 1 -C 4 - 烷氧基的取代基的苄基或苯基 C1-C4烷基，羟基，二甲基氨基或乙酰氨基，如果R1不是氢，R2是氢，R2还表示C1-C6-烷基，C1-C4-烷氧基甲基，氯甲基，唑基甲基，1,1-二甲氧基甲基，氰基，C1 -C 1-4烷氧基羰基，C 1 -C 4 - 烷氧基，如果R 1为H，CH 3或乙酰基，则为苯基，或R 2表示当R 1为H或甲基时，呋喃基，四氢呋喃基，噻吩基，四氢吡喃基，四氢噻喃基，二 水合-3β-吡喃基或二氢-D-3,3-噻喃基; 此外，R 1和R 2与它们所连接的碳原子一起表示C 1 -C 12 - 亚环烷基，C 5 -C 6 - 环亚烯基或4-氧杂环己二亚苯基，其各自是未取代的或最多含有3个甲基取代基，可能是 ，其中环为5元或6元，或双不饱和6元，含有氧或硫原子，其制备及其作为除草剂的用途。

    N-phenyltetrahydrophthalimide compounds
    7.
    发明授权
    N-phenyltetrahydrophthalimide compounds 失效
    N-苯基四氢化邻苯二甲酰亚胺化合物

    公开(公告)号：US5089042A

    公开(公告)日：1992-02-18

    申请号：US511940

    申请日：1990-04-16

    申请人： Lothar Rueb ,  Karl Eicken ,  Barbara Schwalge ,  Peter Plath ,  Bruno Wuerzer ,  Norbert Meyer

    发明人： Lothar Rueb ,  Karl Eicken ,  Barbara Schwalge ,  Peter Plath ,  Bruno Wuerzer ,  Norbert Meyer

    IPC分类号： A01N43/24 ,  A01N43/28 ,  A01N43/32 ,  A01N43/38 ,  C07D409/10 ,  C07D411/10

    CPC分类号： A01N43/28 ,  A01N43/24 ,  A01N43/32 ,  C07D409/10 ,  C07D411/10

    摘要： N-phenyltetrahydrophthalimides of the formula I ##STR1## where R.sup.1 is hydrogen or halogen, R.sup.2 is halogen and A is a substituent of the formula ##STR2## where X is oxygen or sulfur, n is zero or one, R.sup.3 is hydrogen or C.sub.1 -C.sub.6 -alkoxycarbonyl or C.sub.1 -14 C.sub.3 -alkyl which is unsubstituted or substituted by halogen, cyano, hydroxyl, mercapto, C.sub.1 -C.sub.6 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkenylthio, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.3 -C.sub.6 -alkynylthio or C.sub.1 -C.sub.4 -acyloxy, or is hydroxyl or carboxyl or is C.sub.1 -C.sub.4 -alkylthio-C.sub.1 - or C.sub.2 -alkyl or C.sub.1 -C.sub.4 -alkoxy-C.sub.1 - or -C.sub.2 -alkyl which is substituted in the alkyl ether or thioehter moiety by C.sub.1 -C.sub.6 -alkoxycarbonyl, R.sup.4 is hydrogen or C.sub.1 -C.sub.3 -alkyl, Z is methyleneoxymethylene, methylenethiomethylene or ethenylene (--CH.dbd.CH--) and R.sup.5 and R.sup.6 are each hydrogen or C.sub.1 -C.sub.3 -alkyl, which are useful as herbicides, are prepared.

    摘要翻译： 式I的N-苯基四氢邻苯二酰亚胺其中R 1是氢或卤素，R 2是卤素，A是下式的取代基，其中X是氧或硫，n是0或1，R 3 氰基，羟基，巯基，C 1 -C 6 - 烷氧基羰基，C 1 -C 4 - 烷氧基，C 1 -C 4 - 烷硫基，C 3 -C 6烷氧基或C 1 -C 6 - 烷氧基羰基， - 烯基氧基，C 3 -C 6 - 烯基硫代，C 3 -C 6 - 炔氧基，C 3 -C 6 - 炔硫基或C 1 -C 4 - 酰氧基，或者是羟基或羧基，或者是C 1 -C 4 - 烷硫基-C 1或C 2 - 烷基或C 1 -C 4 在烷基醚或硫代酯部分被C1-C6-烷氧基羰基取代的烷氧基-C1-或-C2-烷基，R4是氢或C1-C3-烷基，Z是亚甲氧基亚甲基，亚甲基亚乙基或亚乙基（-CH = CH- ）和R5和R6各自为氢或用作除草剂的C 1 -C 3烷基。

    N-substituted 3,4,5,6-tetrahydrophthalimides and their intermediates
    10.
    发明授权
    N-substituted 3,4,5,6-tetrahydrophthalimides and their intermediates 失效
    N-取代的3,4,5,6-四氢去唾液酸及其中间体

    公开(公告)号：US5062884A

    公开(公告)日：1991-11-05

    申请号：US463817

    申请日：1990-01-16

    申请人： Peter Plath ,  Karl Eicken ,  Norbert Goetz ,  Jochen Wild ,  Norbert Meyer ,  Bruno Wuerzer

    发明人： Peter Plath ,  Karl Eicken ,  Norbert Goetz ,  Jochen Wild ,  Norbert Meyer ,  Bruno Wuerzer

    IPC分类号： A01N37/10 ,  A01N37/18 ,  A01N37/32 ,  A01N37/46 ,  A01N43/36 ,  A01N43/38 ,  C07C201/12 ,  C07C205/07 ,  C07C205/44 ,  C07C205/56 ,  C07C227/04 ,  C07C229/36 ,  C07C229/40 ,  C07C231/12 ,  C07C233/05 ,  C07C233/65 ,  C07C237/30 ,  C07C255/32 ,  C07C255/34 ,  C07C255/41 ,  C07D209/48

    CPC分类号： C07D209/48 ,  A01N37/46 ,  C07C205/44 ,  C07C205/56 ,  C07C255/00

    摘要： N-substituted 3,4,5,6-tetrahydrophthalimides and their intermediates of the general formula I ##STR1## where A is --NO.sub.2, --NH.sub.2 or ##STR2## corresponding to the compounds Ia, Ib and Ic, B is --CH.sub.2 --, --CH.sub.2 --CHR.sup.1 --, --CH.sub.2 --CHR.sup.1 --CH.sub.2 --, --CH.dbd., --CH.dbd.CR.sup.1 -- or --CH.dbd.CR.sup.1 --CH.dbd., R.sup.1 being --H, --Cl, --Br or --CH.sub.3, D is ##STR3## depending on the terminal group B, X is --H, --Cl or --Br, Y is --H, C.sub.1 -C.sub.7 --alkyl, --Cl, --Br, --CN, --CONH.sub.2 --CO.sub.2 R.sup.2, where R.sup.2 is H, C.sub.1 -C.sub.6 -alkyl, C.sub.5 -- or C.sub.6 -cycloalkyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkylmercapto-C.sub.2 -C.sub.4 -alkyl, propargyl, benzyl, .alpha.-phenylethyl, .alpha.-phenylpropyl, C.sub.2 -C.sub.4 -alkyl which is monosubstituted, disubstituted or trisubstituted by F or Cl, or CH.sub.3 -substituted or Cl-substituted allyl, and Z is --COOR.sup.2, --CONR.sup.3 R.sup.4, ##STR4## where R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.4 -alkyl or together form a 5-membered or 6-membered cycloaliphatic ring whose carbon chain may be interrupted by an oxygen atom.

    摘要翻译： B）是N-取代的3,4,5,6-四氢邻苯二甲酰亚胺及其中间体，其中A是与化合物Ia，Ib和Ic相对应的-NO 2，-NH 2或 -CH 2 - ， - CH 2 -CHR 2 - ， - CH =， - CH = CR 1或-CH = CR 1 -CH =，R 1是-H，-Cl，-Br或-CH 3， D是取代基末端基团B，X是-H，-Cl或-Br，Y是-H，C 1 -C 7 - 烷基，-Cl，-Br，-CN，-CONH 2 -CO 2 R 2，其中R 2 是C 1 -C 6烷基，C 5 - 或C 6 - 环烷基，C 1 -C 4 - 烷氧基-C 1 -C 4烷基，C 1 -C 4烷基巯基-C 2 -C 4 - 烷基，炔丙基，苄基，α-苯乙基，α- 苯基丙基，被F或Cl单取代或三取代的C 2 -C 4 - 烷基，Z是-COOR 2，-CONR 3 R 4，其中R 3和R 4各自为H或C 1 -C 1-4 - 烷基或一起形成其碳链可以被氧原子间隔开的5元或6元环脂族环。