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    • 3. 发明授权
    • Carboxamides, their preparation and their use as herbicides
    • 羧甲酰胺,它们的制备及其作为除草剂的用途
    • US5258357A
    • 1993-11-02
    • US947538
    • 1992-09-21
    • Peter MuensterGerd SteinerWolfgang FreundBruno WuerzerKarl-Otto Westphalen
    • Peter MuensterGerd SteinerWolfgang FreundBruno WuerzerKarl-Otto Westphalen
    • A01N43/08A01N43/10A01N43/28C07D307/68C07D333/38C07D407/12C07D409/12C07D417/12A01N57/08C07D307/38
    • C07D407/12A01N43/08A01N43/10A01N43/28C07D307/68C07D333/38C07D409/12C07D417/12
    • Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, a substituted or unsubstituted 5- to 6-membered heterocyclic structure or one of the groups stated for R.sup.1, orR.sup.1 and R.sup.2 together are a 4- to 7-membered chain which contains, in addition to methylene groups, one of the following groups as ring member: oxygen, sulfur, N-methyl or carbonyl;R.sup.3 and R.sup.4 are each nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, a substituted or unsubstituted 5- to 6 -membered heterocyclic structure, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y=O,S);R.sup.6 is hydrogen, cycloalkyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkenyl or phenyl,a 5- to 6-membered heterocyclic structure, phthalimido, tetrahydrophthalimido, succinimido, maleimido, benzotriazolyl ora group --N.dbd.CR.sup.7 R.sup.8, whereR.sup.7 and R.sup.8 are hydrogen or alkyl, and R.sup.8 may also be cycloalkyl, phenyl, furyl or R.sup.7 and R.sup.8 together form a 4- to 7 -membered alkylene chain; and if R.sup.5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R.sup.2 is hydrogen, R.sup.3 is not hydrogen and R.sup.4 is not hydrogen or methyl, and if R.sup.5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R.sup.4 is hydrogen, R.sup.3 is not hydrogen or R.sup.2 is not one of the following groups: hydrogen; C.sub.1 -C.sub.4 -alkyl, phenyl; 2-(3,4-dimethoxyphenyl)ethyl or 2,5 -dichlorothien-3-yl;processes for the manufacture of compounds I and herbicidal agents containing them.
    • 式Ia至Ic的酰胺酰胺其中X是氧或硫; R1是氢或取代或未取代的环烷基或烷基; R 2是羟基,烷氧基,氰基烷基,取代或未取代的烯基,炔基,苯基或萘基,取代或未取代的5至6元杂环结构或对于R1表示的基团之一,或R 1和R 2一起为4- 除了亚甲基之外,还含有以下基团之一的环元素:氧,硫,N-甲基或羰基的7-元链; R 3和R 4各自为硝基,氰基,卤素,取代或未取代的氨基,烷氧基,烷硫基,取代或未取代的5-至6-元杂环结构,取代或未取代的烯基,炔基,苯基,苯氧基或苯硫基, R1表示的组; R5是甲酰基,4,5-二氢恶唑-2-基或COYR 6(Y = O,S); R 6是氢,环烷基,取代或未取代的烷基,烯基,炔基,环烯基或苯基,5-至6-元杂环结构,邻苯二甲酰亚氨基,四氢邻苯二甲酰亚胺基,琥珀酰亚胺基,马来酰亚胺基,苯并三唑基或基团-N = CR 7 R 8,其中R 7和R 8 R 8也可以是环烷基,苯基,呋喃基,或者R 7和R 8一起形成4-7个亚烷基链; 如果R5是羧基,甲氧基羰基或乙氧基羰基,R2是氢,R3不是氢,R4不是氢或甲基,如果R5是羧基,甲氧基羰基或乙氧基羰基,R4是氢,R3不是氢或R2不是 以下组:氢; C 1 -C 4 - 烷基,苯基; 2-(3,4-二甲氧基苯基)乙基或2,5-二氯噻吩-3-基; 制备化合物I和含有它们的除草剂的方法。
    • 4. 发明授权
    • Carboxamides and their use as herbicides
    • 羧甲酰胺及其作为除草剂的用途
    • US5201934A
    • 1993-04-13
    • US592287
    • 1990-10-03
    • Peter MuensterGerd SteinerWolfgang FreundBruno WuerzerKarl-Otto Westphalen
    • Peter MuensterGerd SteinerWolfgang FreundBruno WuerzerKarl-Otto Westphalen
    • A01N43/08A01N43/10A01N43/28A01N43/78C07D307/68C07D333/38C07D405/12C07D405/14C07D407/12C07D409/12C07D409/14C07D413/04C07D417/12C07D417/14C07D495/04
    • C07D407/12A01N43/08A01N43/10A01N43/28C07D307/68C07D333/38C07D409/12C07D417/12
    • Carboxamides of the formulae Ia to Ic ##STR1## where X is oxygen or sulfur;R.sup.1 is hydrogen or substituted or unsubstituted cycloalkyl or alkyl;R.sup.2 is hydroxy, alkoxy, cyanoalkyl, substituted or unsubstituted alkenyl, alkynyl, phenyl or naphthyl, or one of the groups stated for R.sup.1 ;R.sup.3 and R.sup.4 are nitro, cyano, halogen, substituted or unsubstituted amino, alkoxy, alkylthio, substituted or unsubstituted alkenyl, alkynyl, phenyl, phenoxy or phenylthio, or one of the groups stated for R.sup.1 ;R.sup.5 is formyl, 4,5-dihydrooxazol-2-yl or COYR.sup.6 (Y.dbd.O,S);R.sup.6 is hydrogen, cycloalkyl, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkenyl or phenyl,phthalimido, tetrahydrophthalimido, succinimido, maleimido, benzotriazolyl ora group --N.dbd.CR.sup.7 R.sup.8, whereR.sup.7 and R.sup.8 are hydrogen or alkyl, and R.sup.8 may also be cycloalkyl, phenyl, or R.sup.7 and R.sup.8 together form a 4- to 7-membered alkylene chain;and if R.sup.5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R.sup.2 is hydrogen, R.sup.3 is not hydrogen and R.sup.4 is not hydrogen or methyl, and if R.sup.5 is carboxyl, methoxycarbonyl or ethoxycarbonyl and R.sup.4 is hydrogen, R.sup.3 is not hydrogen or R.sup.2 is not one of the following groups: hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, 2-(3,4-dimethoxyphenyl)ethyl or 2,5-dichlorothien-3-yl;processes for the manufacture of compounds I and herbicidal agents containing them.
    • 式Ia至Ic的酰胺酰胺其中X是氧或硫; R1是氢或取代或未取代的环烷基或烷基; R2是羟基,烷氧基,氰基烷基,取代或未取代的链烯基,炔基,苯基或萘基,或为R1所述的一个基团; R3和R4是硝基,氰基,卤素,取代或未取代的氨基,烷氧基,烷硫基,取代或未取代的烯基,炔基,苯基,苯氧基或苯硫基,或为R1表示的基团之一; R5是甲酰基,4,5-二氢恶唑-2-基或COYR 6(Y = O,S); R 6是氢,环烷基,取代或未取代的烷基,烯基,炔基,环烯基或苯基,邻苯二甲酰亚氨基,四氢邻苯二甲酰亚胺基,琥珀酰亚胺基,马来酰亚胺基,苯并三唑基或基团-N = CR 7 R 8,其中R 7和R 8是氢或烷基, 环烷基,苯基或R7和R8一起形成4-至7-元亚烷基链; 如果R5是羧基,甲氧基羰基或乙氧基羰基,R2是氢,R3不是氢,R4不是氢或甲基,如果R5是羧基,甲氧基羰基或乙氧基羰基,R4是氢,R3不是氢或R2不是 以下基团:氢,C 1 -C 4 - 烷基,苯基,2-(3,4-二甲氧基苯基)乙基或2,5-二氯噻吩-3-基; 制备化合物I和含有它们的除草剂的方法。
    • 5. 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。
    • 6. 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。
    • 8. 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.