Synthesis of Novel 3-Chloro-2-methylphenyl Substituted Methylene Bridged Aryl Semicarbazones with Potential Anticonvulsant Activity

Abstract

A series of 2-(3-chloro-2-methylphenylamino) N-substituted acetohydrazide derivatives (3a-f) have been synthesized as potential anticonvulsant agents. The 2-(3-chloro-2-methylphenylamino) acetamide (1) was obtained from the reaction of 3-chloro-2-methylaniline with 2-chloroacetamide. The treatment of compound 1 with hydrazine hydrate afforded 2-(3-chloro-2-methylphenylamino)acetohydrazide (2) intermediate. Reaction of compound 2 with appropriate aldehyde or ketone in absolute ethanol led to the synthesis of target compounds 3a-f. The structure of intermediates and final compounds was confirmed by elemental analysis, IR and ¹H NMR spectra.