Synthesis and bioactivity of benzohydrazide derivatives

Abstract

N'-[4-(Hydroxyimino)-cyclohexa-2,5-dien-1-ylidene]-benzohydrazides have been synthesized by reaction of 4-(hydroxyimino)-cyclohexa-2,5-dien-1-one with different benzohydrazides in one stage. N'-(4-[(Aroyloxy)imino]cyclohexa-2,5-dien-1-ylidene)-benzohydrazides were obtained in reaction of 4-[(aroyloxy)imino]cyclohexa-2,5-dien-1-ones with corresponding benzohydrazides in one step too. Biological activities of the synthesized compounds were studied. N'-[4-{[(4-nitrobenzoyl)oxy]imino}cyclohexa-2,5-dien-1-ylidene]benzo-hydrazide showed high insecticidal activity against house fly and rice weevil. 3,4-Dichloro-N'-[4-(hydroxyimino)cyclohexa-2,5-dien-1-ylidene]benzohydrazide and N'-{4-[(benzoyloxy)imino]-cyclohexa-2,5-dien-1-ylidene}-2-bromobenzohydrazide showed excellent anti-nematode activity: decrease in gall formation on the cucumber roots was 93 and 91%, respectively.