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    • 1. 发明授权
    • Carboxamides
    • US5201932A
    • 1993-04-13
    • US877365
    • 1992-05-04
    • Volker MaywaldWolfgang FreundGerhard HamprechtThomas KuekenhoehnerPeter PlathBruno WuerzerKarl-Otto Westphalen
    • Volker MaywaldWolfgang FreundGerhard HamprechtThomas KuekenhoehnerPeter PlathBruno WuerzerKarl-Otto Westphalen
    • A01N43/80C07D261/18C07D275/02C07D275/03
    • C07D275/03A01N43/80C07D261/18
    • Carboxamides Ia, Ib, Ic and Id ##STR1## (X=O, S; R.sup.1 =H, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted benzyl, alkoxy, alkylthio, haloalkoxy, haloalkylthio, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy or phenylthio, a substituted or unsubstituted 5- or 6-membered heterocyclic radical containing one or two heteroatoms, cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl or cycloalkenyl; R.sup.1 '=cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted cycloalkenyl; R.sup.2 =CHO, 4,5-dihydrooxazol-2-yl, COYR.sup.5, CONR.sup.6 R.sup.7 ; Y=O, S; R.sup.5 =H, substituted or unsubstituted alkyl, cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted phenyl, a 5- or 6-membered heterocyclic radical containing up to 3 heteroatoms, benzotriazole, N-phthalimido, tetrahydrophthalimido, succinimido, maleiimido, 2,2-dimethyl-1,3-dioxolan-4-ylmethyl, 1,3-dioxolan-2-on-4-ylmethyl, and when Y.dbd.O: one equivalent of a cation from the group of the alkali or alkaline earth metals, Mn, Cu, Fe ammonium and substituted ammonium, a radical --N.dbd.CR.sup.8 R.sup.9 or --W--Z; R.sup.8, R.sup.9 .dbd.H, substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl, cycloalkyl, alkoxy, furanyl, substituted or unsubstituted phenyl; R.sup.8 +R.sup.9 =4-7-membered methylene chain; W=alkylene chain, ethoxyethylene chain, butylene, butynylene chain; Z=a molecular moiety bonded to W in the .omega.-position and is the same as that linked to W in the .alpha.-position of W; R.sup.6 .dbd.H, alkyl, cycloalkyl; R.sup.7 .dbd.H; alkyl; --C(O-alkyl).dbd.N--H or --(O--alkyl).dbd.N--alkyl; R.sup.6 +R.sup.7 =4-5-membered methylene chain; R.sup.3 .dbd.H, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl; R.sup.4 .dbd.H, OH, alkoxy, subsituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, di-(C.sub.1 -C.sub.4)-alkylamino, a substituted or unsubstituted 5- or 6-membered heterocyclic radical containing one or two heteroatoms, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl; R.sub.3 +R.sub.4 =4-7-membered methylene chain which may be interrupted by O, S or N--CH.sub.3, or --(CH.sub.2).sub.3 --CO--)and their environmentally tolerated salts.The compounds Ia to Id are suitable as herbicides.
    • 2. 发明授权
    • Dicarboximides and their use as herbicides
    • 二酰亚胺及其作为除草剂的用途
    • US5378680A
    • 1995-01-03
    • US931951
    • 1992-08-19
    • Volker MaywaldKlaus DitrichThomas KuekenhoehnerGerhard HamprechtWolfgang FreundKarl-Otto WestphalenMatthias GerberHelmut Walter
    • Volker MaywaldKlaus DitrichThomas KuekenhoehnerGerhard HamprechtWolfgang FreundKarl-Otto WestphalenMatthias GerberHelmut Walter
    • A01N43/76A01N43/78A01N43/80A01N43/90C07D498/04C07D499/04C07D513/04
    • C07D513/04A01N43/90
    • Dicarboximides of the formulae Ia, Ib and Ic ##STR1## where X is oxygen or sulfur,R.sup.1 is hydrogen, halogen, cyano, alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, haloalkoxy, haloalkylthio, alkylsulfonyl, haloalkylsulfonyl, phenyl, phenylalkyl, phenoxy or phenylthio, a 5-membered or 6-membered saturated or aromatic heterocyclic radical containing one or two hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, where the stated organic radicals may be further substituted, andR.sup.2 is hydrogen, hydroxyl, alkoxy, alkyl, cycloalkyl, alkenyl, alkynyl, di-C.sub.1 -C.sub.4 - alkylamino, a 5-membered or 6-membered heterocyclic saturated or aromatic radical having one or two hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, phenyl or naphthyl, where the stated organic radicals may be further substituted,and plant-tolerated salts of the dicarboximides I, except for 3-methylisoxazole-4,5-dicarboximide and thiazole-4,5-dicarboximides in which R.sup.2 is phenyl when R.sup.1 is methyl or 2-thiazolyl,and herbicides containing these compounds.
    • 其中X是氧或硫,R 1是氢,卤素,氰基,烷基,环烷基,烯基,炔基,烷氧基,烯氧基,炔氧基,烷氧基, 烷硫基,卤代烷氧基,卤代烷硫基,烷基磺酰基,卤代烷基磺酰基,苯基,苯基烷基,苯氧基或苯硫基,含有一个或两个选自氧,硫和氮的杂原子的5元或6元饱和或芳族杂环基团, 所述有机基团可以被进一步取代,并且R 2是氢,羟基,烷氧基,烷基,环烷基,链烯基,炔基,二-C 1 -C 4 - 烷基氨基,5元或6元杂环饱和或芳族基, 选自氧,硫和氮的两个杂原子,苯基或萘基,其中所述有机基团可以被进一步取代,以及二甲酰亚胺I的植物耐受盐,除了3-甲基异恶唑-4,5-二甲酰亚胺 de和噻唑-4,5-二羧酰亚胺,其中当R 1是甲基或2-噻唑基时,R 2是苯基,以及含有这些化合物的除草剂。
    • 3. 发明授权
    • Dicarboximides and their use as herbicides
    • DICARBOXIMIDES及其作为除草剂的用途
    • US5176739A
    • 1993-01-05
    • US718639
    • 1991-06-21
    • Volker MaywaldKlaus DitrichThomas KuekenhoehnerGerhard HamprechtWolfgang FreundKarl-Otto WestphalenMatthias GerberHelmut Walter
    • Volker MaywaldKlaus DitrichThomas KuekenhoehnerGerhard HamprechtWolfgang FreundKarl-Otto WestphalenMatthias GerberHelmut Walter
    • A01N43/76A01N43/78A01N43/80A01N43/90C07D498/04C07D499/04C07D513/04
    • C07D513/04A01N43/90
    • Dicarboximides of the formulae Ia, Ib and Ic ##STR1## where X is oxygen or sulfur, R.sup.1 is hydrogen, halogen, cyano, alkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, haloalkoxy, haloalkylthio, alkylsulfonyl, haloalkylsulfonyl, phenyl, phenylalkyl, phenoxy or phenylthio, a 5-membered or 6-membered saturated or aromatic heterocyclic radical containing one or two hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, where the stated organic radicals may be further substituted, andR.sup.2 is hydrogen, hydroxyl, alkoxy, alkyl, cycloalkyl, alkenyl, alkynyl, di-C.sub.1 -C.sub.4 -alkylamino, a 5-membered or 6-membered heterocyclic saturated or aromatic radical having one or two hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, phenyl or naphthyl, where the stated organic radicals may be further substituted,and plant-tolerated salts of the dicarboximides I, except for 3-methylisoxazole-4,5-dicarboximide and thiazole-4,5-dicarboximides in which R.sup.2 is phenyl when R.sup.1 is methyl or 2-thiazolyl,and herbicides containing these compounds.
    • 其中X是氧或硫,R 1是氢,卤素,氰基,烷基,环烷基,烯基,炔基,烷氧基,烯氧基,炔氧基,烷氧基, 烷硫基,卤代烷氧基,卤代烷硫基,烷基磺酰基,卤代烷基磺酰基,苯基,苯基烷基,苯氧基或苯硫基,含有一个或两个选自氧,硫和氮的杂原子的5元或6元饱和或芳族杂环基团, 所述有机基团可以被进一步取代,并且R 2是氢,羟基,烷氧基,烷基,环烷基,烯基,炔基,二-C 1 -C 4 - 烷基氨基,具有一个或多个的五元或六元杂环饱和或芳族基团 选自氧,硫和氮的两个杂原子,苯基或萘基,其中所述有机基团可以被进一步取代,以及二甲酰亚胺I的植物耐受盐,除了3-甲基异恶唑-4,5-二甲酰亚胺 e和噻唑-4,5-二羧酰亚胺,当R 1为甲基或2-噻唑基时,R 2为苯基,以及含有这些化合物的除草剂。
    • 6. 发明授权
    • Oxazole-and thiazolecarboxyamides as herbicides
    • 恶唑和噻唑酰胺作为除草剂
    • US5256633A
    • 1993-10-26
    • US870386
    • 1992-04-17
    • Klaus DitrichVolker MaywaldGerhard HamprechtAlbrecht HarreusBruno WuerzerKarl-Otto Westphalen
    • Klaus DitrichVolker MaywaldGerhard HamprechtAlbrecht HarreusBruno WuerzerKarl-Otto Westphalen
    • A01N43/74C07D263/34C07D277/56C07D417/04A01N43/78
    • C07D263/34A01N43/74C07D277/56C07D417/04
    • Oxazole- and thiazolecarboxamides of the formulae Ia and Ib ##STR1## where the substituents have the following meanings: oxygen or sulfur;hydrogen; halogen; substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, benzyl, cycloalkyl, alkenyl, alkynyl, phenyl, phenoxy or phenylthio; alkoxy; alkylthio; haloalkoxy; haloalkylthio; or a substituted or unsubstituted 5- or 6-membered heterocyclic radical;formyl, 4,5-dihydrooxazol-2-yl or --COYR.sup.5 ;oxygen or sulfur;hydrogen; cycloalkyl; substituted or unsubstituted alkyl, phenyl, benzyl, alkenyl, cycloalkenyl or alkynyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; phthalimido; tetrahydrophthalimido; succinimido; maleiimido; one equivalent of a cation; or--N.dbd.CR.sup.6 R.sup.7 ; R.sup.6, R.sup.7 hydrogen; alkyl; cycloalkyl; phenyl; furyl or together a methylene chain or 4 to 7 members;hydrogen or substituted or unsubstituted alkyl or cycloalkyl;R.sup.4 hydroxy; alkoxy; substituted or unsubstituted alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or naphthyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; or R.sup.3 and R.sup.4 together are --(CH.sub.2).sub.n --Y.sub.p --(CH.sub.2).sub.q --, where n and q are 1, 2 or 3, p is 0 or 1 and Y is oxygen, sulfur or N-methyl, or form a radical of the formula --(CH.sub.2).sub.3 --CO--, and their environmentally tolerated salts,X is formula Ib not being sulfur when R.sup.1 is 3-pyridyl, R.sup.2 is CO.sub.2 CH.sub.2 CH.sub.3 or R.sup.3 is hydrogen, and X in formula Ia X not being sulfur and R.sup.1 not being thien-2-yl when YR.sup.5 is OH, R.sup.3 is hydrogen and R.sup.4 is methyl, processes for manufacturing such compounds and herbicidal agents containing compounds of the formula Ia or Ib as active ingredients.
    • 式Ia和Ib的恶唑和噻唑甲酰胺其中取代基具有以下含义:氧或硫; 氢; 卤素; 取代或未取代的C 1 -C 6烷基,苄基,环烷基,烯基,炔基,苯基,苯氧基或苯硫基; 烷氧基 烷硫基 卤代烷氧基 卤代烷硫基; 或取代或未取代的五元或六元杂环基; 甲酰基,4,5-二氢恶唑-2-基或-COYR 5; 氧或硫; 氢; 环烷基 取代或未取代的烷基,苯基,苄基,烯基,环烯基或炔基; 取代或未取代的5或6元杂环基; 邻苯二甲酰亚氨基; 四氢邻苯二甲酰亚胺 琥珀酰亚胺 马来西亚 一个阳离子; 或-N = CR 6 R 7; R6,R7氢; 烷基; 环烷基 苯基; 呋喃基或亚甲基链或4至7个成员; 氢或取代或未取代的烷基或环烷基; R4羟基; 烷氧基 取代或未取代的烷基,环烷基,烯基,炔基,苯基或萘基; 取代或未取代的5或6元杂环基; 或者R 3和R 4一起是 - (CH 2)n -Yp-(CH 2)q - ,其中n和q是1,2或3,p是0或1,Y是氧,硫或N-甲基,或形成 式(CH 2)3 -CO-的基团及其环境耐受的盐,X是当R1是3-吡啶基时R2不是硫,R2是CO2CH2 CH3或R3是氢,式Ia中的X不是 硫和R1不是噻吩-2-基,当YR5是OH时,R3是氢,R4是甲基,制备这种化合物的方法和除草剂,其含有式Ia或Ib的化合物作为活性成分。
    • 8. 发明授权
    • Oxazole- and thiazolecarboxamides
    • 恶唑和噻唑甲酰胺
    • US5284821A
    • 1994-02-08
    • US919457
    • 1992-07-27
    • Klaus DitrichVolker MaywaldGerhard HamprechtAlbrecht HarreusBruno WuerzerKarl-Otto Westphalen
    • Klaus DitrichVolker MaywaldGerhard HamprechtAlbrecht HarreusBruno WuerzerKarl-Otto Westphalen
    • A01N43/74C07D263/34C07D277/56C07D417/04A01N43/76
    • C07D263/34A01N43/74C07D277/56C07D417/04
    • Oxazole- and thiazolecarboxamides of the formulae Ia and Ib ##STR1## where the substituents have the following meanings: X oxygen or sulfur;R.sup.1 hydrogen; halogen; substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, benzyl, cycloalkyl, alkenyl, alkynyl, phenyl, phenoxy or phenylthio; alkoxy; alkylthio; haloalkoxy; haloalkylthio; or a substituted or unsubstituted 5- or 6-membered heterocyclic radical;R.sup.2 formyl, 4,5-dihydrooxazol-2-yl or --COYR.sup.5 ;Y oxygen or sulfur;R.sup.5 hydrogen; cycloalkyl; substituted or unsubstituted alkyl, phenyl, benzyl, alkenyl, cycloalkenyl or alkynyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; phthalimido; tetrahydrophthalimido; succinimido; maleiimido; one equivalent of a cation; or--N.dbd.CR.sup.6 R.sup.7 ; R.sup.6, R.sup.7 hydrogen; alkyl; cycloalkyl; phenyl; furyl or together a methylene chain of 4 to 7 members;R.sup.3 hydrogen or substituted or unsubstituted alkyl or cycloalkyl;R.sup.4 hydroxy; alkoxy; substituted or unsubstituted alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or naphthyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; or R.sup.3 and R.sup.4 together are --(CH.sub.2).sub.n --Y.sub.p --(CH.sub.2).sub.q --, where n and q are 1, 2 or 3, p is 0 or 1 and Y is oxygen, sulfur or N-methyl, or form a radical of the formula --(CH.sub.2).sub.3 --CO--, and their environmentally tolerated salts,X in formula Ib not being sulfur when R.sup.1 is 3-pyridyl, R.sup.2 is CO.sub.2 CH.sub.2 CH.sub.3 or R.sup.3 is hydrogen, and X in formula Ia X not being sulfur and R.sup.1 not being thien-2-yl when YR.sup.5 is OH, R.sup.3 is hydrogen and R.sup.4 is methyl, processes for manufacturing such compounds and herbicidal agents containing compounds of the formulae Ia or Ib as active ingredients.
    • 式Ia和Ib的恶唑和噻唑甲酰胺其中取代基具有以下含义:X氧或硫; R1氢; 卤素; 取代或未取代的C 1 -C 6烷基,苄基,环烷基,烯基,炔基,苯基,苯氧基或苯硫基; 烷氧基 烷硫基 卤代烷氧基 卤代烷硫基; 或取代或未取代的五元或六元杂环基; R2甲酰基,4,5-二氢恶唑-2-基或-COYR 5; Y氧或硫; R5氢; 环烷基 取代或未取代的烷基,苯基,苄基,烯基,环烯基或炔基; 取代或未取代的5或6元杂环基; 邻苯二甲酰亚氨基 四氢邻苯二甲酰亚胺 琥珀酰亚胺 马来西亚 一个阳离子; 或-N = CR 6 R 7; R6,R7氢; 烷基; 环烷基 苯基; 呋喃基或一起形成4至7个成员的亚甲基链; R3氢或取代或未取代的烷基或环烷基; R4羟基 烷氧基 取代或未取代的烷基,环烷基,烯基,炔基,苯基或萘基; 取代或未取代的5或6元杂环基; 或者R 3和R 4一起是 - (CH 2)n -Yp-(CH 2)q - ,其中n和q是1,2或3,p是0或1,Y是氧,硫或N-甲基,或形成 式((CH2)3-CO-)及其环境耐受盐的基团,当R1为3-吡啶基时,式Ib中的X不为硫,R2为CO2CH2CH3或R3为氢,式Ia中的X为硫, 并且当YR 5是OH时,R 1不是噻吩-2-基,R 3是氢,R 4是甲基,制备这种化合物的方法和含有式Ia或Ib化合物的除草剂作为活性成分。