Synthesis and characterization of mixed anhydrides of O-benzylbenzohydroximic acid

Abstract

Mixed anhydrides of O-benzylbenzohydroximic acid have been prepared by acylation and sulfonylation of O-benzylbenzohydroxamic acid using a variety of acyl and sulfonyl halides in the presence of trimethylamine and pyridine in dioxane and benzene. Structure elucidation of the resulting products was performed by chemical and spectroscopic methods. All evidences indicate that the products have the mixed anhydride structure with (Z)-configuration. Corresponding (E)-isomer and the isomeric N-acylated or sulfonylated products, if formed, could not be isolated. Several mixed anhydrides showed antiparasitic activity.