Synthesis of Novel Heterocyclic Compounds with Expected Antibacterial Activities from 4-(4-Bromophenyl)-4-oxobut-2-enoic Acid
Abstract
This research describes the utility of 4-(4-bromophenyl)-4-oxobut-2-enoic acid as a key starting material for preparation of a novel series of aroylacrylic acids, pyridazinones, and furanones derivatives. These heterocyclic compounds were synthesized by reaction of 4-(4-bromophenyl)-4-oxobut-2-enoic acid with benzimidazole, ethyl glycinate hydrochloride, anthranilic acid and o-phenylenediamine under Aza-Michael addition conditions. Every Aza-Michael adduct was allowed to react with haydrazine hydrate and acetic anhydride to form pyridazinones and furanones derivatives, respectively. In further step, some pyridazinones were allowed to react with ethyl acetoacetate, acetyl acetone, acetyl chloride, and aromatic aldehydes to form novel heterocylces. Finally, studying antibacterial activities of these compounds was performed.