Diphenyl ether derivative, herbicidal composition containing the derivative as active ingredient, and process for producing the derivative
申请人:MITSUBISHI KASEI CORPORATION
公开号:EP0403938A2
公开(公告)日:1990-12-27
This invention provides a diphenyl ether derivative represented by the formula (I):
wherein X¹ represents a halogen atom or a C₁-C₃ haloalkyl group; X² and X³ represent independently a hydrogen atom, a halogen atom, a trifluoromethyl group, a nitro group or a cyano group; Y represents a nitro group, a cyano group, a halogen atom, a C₁-C₃ haloalkyl group or a hydrogen atom; A represents a direct bond, a group represented by the formula:
-CO₂(CH(R¹)-
wherein R¹ represents a hydrogen atom or a C₁-C₃ alkyl group, a group represented by the formula:
-C(R²) = NOCH(R³)-
wherein R² represents a hydrogen atom, a C₁-C₄ alkyl group which may be substituted with a C₁-C₄ alkoxy group, C₁-C₄ alkylthio group or halogen atom, or a C₁-C₃ alkoxy group, and R³ represents a hydrogen atom or a C₁-C₃ alkyl group, or a group represented by the formula:
-C(=NOR⁴)OCH(R³)-
wherein R³ is the same as defined above and R⁴ represents a C₁-C₃ alkyl group; and B represents a group represented by the formula:
wherein R⁵ represents a halogen atom; a hydroxyl group; an acyloxy group having up to 6 carbon atoms which may be substituted with a halogen atom, C₁-C₆ alkoxy group, C₂-C₇ alkoxycarbonyl group, aryl group which may be substituted with 1 to 3 halogen atoms and/or 1 to 3 C₁-C₃ alkyl groups or aryloxy group which may be substituted with 1 to 3 halogen atoms and/or 1 to 3 C₁-C₃ alkyl groups; a C₄-C₉ cycloalkylcarbonyloxy group; a benzoyloxy group which may be substituted with a halogen atom, C₁-C₄ alkyl group or C₁-C₄ alkoxy group; a C₂-C₇ alkoxycarbonyloxy group; a C₁-C₄ alkylsufonyloxy group; or a carbamoyloxy group which may be substituted with a C₁-C₄ alkyl group and/or C₁-C₄ alkoxy group. A process for preparing the diphenyl ether derivative and a herbicidal composition containing the diphenyl ether derivative as active ingredient are also described. The compounds of this invention show a wide herbicidal spectrum against both annual and perennial weeds and also have a high degree of safety or harmlessness to crops.
本发明提供了一种由式(I)表示的二苯醚衍生物:
其中 X¹ 代表卤素原子或 C₁-C₃ 卤代烷基;X² 和 X³ 独立地代表氢原子、卤素原子、三氟甲基、硝基或氰基;Y 代表硝基、氰基、卤素原子、C₁-C₃ 卤代烷基或氢原子;A 代表直接键、由式表示的基团:
-CO₂(CH(R¹)-)
其中 R¹ 代表氢原子或 C₁-C₃ 烷基、由式表示的基团:
-C(R²)=NOCH(R³)-,其中 R² 代表氢原子。
其中 R² 代表氢原子、可被 C₁-C₄ 烷氧基、C₁-C₄ 烷硫基或卤原子取代的 C₁-C₄ 烷基或 C₁-C₃ 烷氧基,而 R³ 代表氢原子或 C₁-C₃ 烷基,或由式表示的基团:
-C(=Nor⁴)OCH(R³)-。
其中 R³ 与上式定义相同,R⁴ 代表 C₁-C₃烷基;以及 B 代表由式表示的基团:
其中 R⁵ 代表卤素原子;羟基;可被卤素原子、C₁-C₆ 烷氧基、C₂-C₇ 烷氧基羰基、可被 1 至 3 个卤素原子和/或 1 至 3 个 C₁-C₃ 烷基取代的芳基或可被 1 至 3 个卤素原子和/或 1 至 3 个 C₁-C₃ 烷基取代的芳氧基取代的具有最多 6 个碳原子的酰氧基;可被卤素原子、C₁-C₄烷基或 C₁-C₄烷氧基取代的苯甲酰氧基;C₂-C₇ 烷氧基羰氧基; C₁-C₄ 烷基磺酰氧基;或可被 C₁-C₄ 烷基和/或 C₁-C₄ 烷氧基取代的氨基甲酰氧基。本发明还描述了制备二苯醚衍生物的工艺和含有二苯醚衍生物作为活性成分的除草组合物。本发明的化合物对一年生和多年生杂草具有广泛的除草谱,而且对作物高度安全或无害。