Synthesis of some new heterocycles of pharmaceutical interest: Pyridinyl and isoxazolyl quinoxaline derivatives

Article abstract of DOI:10.1002/jccs.200300172

3-(p-Acetyl-anilinomethyl)quinoxalin-2(1H)-one (3) was prepared by the reaction of 3-bromomethyl-quinoxalin-2(1H)-one(1) with p-aminoacetophenone (2) in pyridine. Reaction of p-acetylcompound (3) with aromatic aldehydes yield the corresponding chalcones (4a-c). Condensation of latter chalcones with malononitrile afforded cyanopyridines (5a-c). Also, the reaction of chalcones (4a-c) with hydroxylamine hydrochloride furnished isoxazoles (6a-c). The reaction of bromo compound (1) with p-aminobenzophenone yield (8) which was condenced with hydrazine hydrate to get the corresponding hydrazone derivatives (9). Some of the synthesized compounds have been screened for their antimicrobial activity against various strains of bacteria and fungi.