申请人:Ciba-Geigy Corporation
公开号:US04649212A1
公开(公告)日:1987-03-10
The invention relates to novel phenoxyphenylamino acid derivatives of the formula I ##STR1## wherein X is hydrogen, chlorine, fluorine or bromine, R.sup.1 is hydrogen, nitroso, or C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkylcarbonyl or C.sub.2 -C.sub.4 alkenylcarbonyl, each of which is unsubstituted or substituted by one or more halogen atoms, Q is a straight chain or branched aliphatic radical of 1 to 5 carbon atoms ##STR2## in which A', E', G', L' and M' are hydrogen or C.sub.1 -C.sub.4 alkyl, or two adjacent substituents A', E', G', L' and M' together are also a bond between the two carbon atoms to which they are attached; A, E, G, L and M are hydrogen or one or two of A, E, G, L and M are also --OR.sup.2, --SR.sup.3, --COOR.sup.4, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl substituted by --OR.sup.5, --SR.sup.6 or --COOR.sup.7, where R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are hydrogen or C.sub.1 -C.sub.4 alkyl; a, b, c and d are 0 or 1; or R.sup.1 and G together are a trimethylene bridge and a, b, c and d are 0; and Z is --COO.sup..crclbar. Me.sup..sym., --COOR.sup.8, --COSR.sup.8, --CONR.sup.9 R.sup.10, --COR.sup.11 or --CN, where Me.sup..sym. is a cation, R.sup.8 is hydrogen, C.sub.1 -C.sub.8 alkyl which is unsubstituted or substituted by halogen, cyano or C.sub.1 -C.sub.4 alkoxy, or is C.sub.2 -C.sub.8 alkenyl or C.sub.3 -C.sub.8 alkynyl, R.sup.9 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, R.sup.10 is hydrogen, amino, hydroxyl, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, or is C.sub.2 -C.sub.4 alkynyl, C.sub.1 -C.sub.4 alkoxy or C.sub.3 -C.sub.6 cycloalkylaminocarbonyl and R.sup.11 is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, with the proviso that, in compounds in which simultaneously R.sup.1 is hydrogen and a, b, c and d are O, (i) G is --OR.sup.2, -- COOR.sup.4 or C.sub.1 -C.sub.4 alkyl which is substituted by --OR.sup.5, --SR.sup.6 or --COOR.sup.7, or (ii) G and G' are both C.sub.1 -C.sub.4 alkyl and also to the preparation of these compounds. The compounds of formula I or compositions containing them may be used for controlling undesirable plant growth and for desiccating and defoliating cotton and potato plants.
该发明涉及公式I的新型苯氧基苯胺酸衍生物,其中X为氢、氯、氟或溴,R.sup.1为氢、亚硝基或C.sub.1-C.sub.4烷基、C.sub.2-C.sub.4烯基、C.sub.1-C.sub.4烷基羰基或C.sub.2-C.sub.4烯基羰基,每个基未取代或被一个或多个卤素原子取代,Q为1至5个碳原子的直链或支链脂肪基,其中A'、E'、G'、L'和M'为氢或C.sub.1-C.sub.4烷基,或两个相邻的取代基A'、E'、G'、L'和M'也可以是它们连接的两个碳原子之间的键;A、E、G、L和M为氢或A、E、G、L和M中的一个或两个也为--OR.sup.2、--SR.sup.3、--COOR.sup.4、C.sub.1-C.sub.4烷基或被--OR.sup.5、--SR.sup.6或--COOR.sup.7取代的C.sub.1-C.sub.4烷基,其中R.sup.2、R.sup.3、R.sup.4、R.sup.5、R.sup.6和R.sup.7为氢或C.sub.1-C.sub.4烷基;a、b、c和d为0或1;或R.sup.1和G一起为三甲亚甲基桥,a、b、c和d为0;Z为--COO.sup..crclbar. Me.sup..sym.、--COOR.sup.8、--COSR.sup.8、--CONR.sup.9 R.sup.10、--COR.sup.11或--CN,其中Me.sup..sym.为阳离子,R.sup.8为氢、未取代或被卤素、氰基或C.sub.1-C.sub.4烷氧基取代的C.sub.1-C.sub.8烷基,或为C.sub.2-C.sub.8烯基或C.sub.3-C.sub.8炔基,R.sup.9为氢、C.sub.1-C.sub.4烷基或C.sub.3-C.sub.6环烷基,R.sup.10为氢、氨基、羟基、未取代或被C.sub.1-C.sub.4烷氧基取代的C.sub.1-C.sub.4烷基,或为C.sub.2-C.sub.4炔基、C.sub.1-C.sub.4烷氧基或C.sub.3-C.sub.6环烷基氨基羰基,R.sup.11为氢或未取代或被C.sub.1-C.sub.4烷氧基取代的C.sub.1-C.sub.4烷基,但在同时R.sup.1为氢且a、b、c和d为O的化合物中,(i) G为--OR.sup.2、--COOR.sup.4或被--OR.sup.5、--SR.sup.6或--COOR.sup.7取代的C.sub.1-C.sub.4烷基,或(ii) G和G'均为C.sub.1-C.sub.4烷基,以及这些化合物的制备。公式I的化合物或含有它们的组合物可用于控制不良植物生长,以及干燥和除叶棉花和马铃薯植物。