SYNTHESIS AND FUNGICIDAL ACTIVITIES OF PHENOXYPHENYL ALKOXYIMINOACETAMIDE DERIVATIVES

A number of alkoxyiminophenylacetamide derivatives were synthesized an d their fungicidal activities were examined. Studies of structure-acti vity relationships revealed strongest fungicidal activity when the alk oxyimino moiety and the acetamide moiety were each substituted with a methyl group. When the 2-position of the benzene ring on the phenylace tamide moiety was substituted with a phenoxy or phenoxymethyl group, g ood fungicidal activity was obtained. Introduction of other substituen ts on the benzene ring of the phenylacetamide moiety resulted in decre ase of the fungicidal activity. However, introduction of some substitu ents on the benzene ring of the 2-phenoxy group increased the activity to some extent. Between the two oxime geometrical isomers, the activi ty of the E-form was much stronger than that of the Z-form. Consequent ly, methoxyimino-N-methyl-2-(2-phenoxyphenyl)acetamide was selected as a candidate fungicide for rice diseases.