In this work, 2-Methyl-4(3H)-3, 1-benzoxazinone (1) was synthesized from acetylation with simultaneous cyclization of anthranilic acid and acetyl chloride. Compound 1 was treated with hydrazine hydrate to yield 3-amino-2-methyl-4(3H)-quinazolinone (2). Reaction of compound 2 with aromatic aldehydes/ketones resulted Schiff bases 3-6. All newly synthesized compounds were characterized using different methods of spectroscopy such as IR, 1H-NMR and 13C-NMR.