SYNTHESIS OF SOME NEW QUINAZOLIN-4(3H)-ONE DERIVATIVES AND STUDY OF THEIR SOME ANTIBACTERIAL ACTIVITY

Abstract

In this work, 2-phenyl-4(3H)-3,1-benzoxazinone (1) was synthesized from benzoylation with simultaneous cyclization of anthranilic acid and benzoyl chloride. Compound 1 was treated with hydrazine hydrate to yield 3-amino-2-phenyl-4(3H)-quinazolinone (2). Reaction of compound 2 with aromatic aldehydes/ketones resulted Schiff bases 3-6. Furthermore, treated of compound 1 with thiosemicarbazide yield compound 7, which on reaction with chloroacetic acid in the presence of sodium acetate gave 3-[(4-oxo-1,3-thiazolidin-2-yliden)amino]-2-phenylquinazolin-4(3H)-one (8). On the other hand, 2-substitutedquinazolin-4(3H)-one (9-12) were also synthesized from the reaction of anthranilic acid with different substituted amides in acetic acid.All newly synthesized compounds were characterized using different methods of spectroscopy such as IR, 1H-NMR and 13C-NMR. The antibacterial activity of all of the synthesized compounds was also reported. All synthesized compounds have been found to be active against both Gram-positive and Gram-negative bacteria but compounds 4 and 8 were the most active one.