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    • 1. 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。
    • 2. 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。
    • 10. 发明授权
    • Substituted cinnamic oxime and hydroxamide derivatives
    • 取代的肉桂肟和羟基酰胺衍生物
    • US6013606A
    • 2000-01-11
    • US765180
    • 1997-06-30
    • Ralf KlintzGerhard HamprechtElisabeth HeistracherPeter SchaferChristoph-Sweder von dem Bussche-HunnefeldPeter MunsterReinhard KirstgenAlbrecht HarreusKarl-Otto WestphalenMatthias GerberHelmut Walter
    • Ralf KlintzGerhard HamprechtElisabeth HeistracherPeter SchaferChristoph-Sweder von dem Bussche-HunnefeldPeter MunsterReinhard KirstgenAlbrecht HarreusKarl-Otto WestphalenMatthias GerberHelmut Walter
    • C07D239/52A01N37/32A01N37/50A01N43/38A01N43/54C07C251/40C07C259/06C07C265/14C07C271/28C07C271/58C07C331/28C07D209/48C07D239/54C07D239/56C07D239/58C07D413/10A01N43/50C07D223/10C07D235/26
    • C07D209/48A01N37/32A01N37/50A01N43/54C07C251/40C07C259/06C07C265/14C07C271/28C07C271/58C07C331/28C07D239/54
    • 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.
    • 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。