Synthesis, characterization, and evaluation of molecular docking and experimented antioxidant activity of some new chloro azetidine-2-one and diazetine-2-one derivatives from 2-phenyl-3-amino-quinazoline-4(3H)-one

This research aimed to synthesize new series of β-lactam derivatives from reaction of 2-phenyl-3-amino-quinazoline-4(3H)-one(3) through several reactions. Firstly, the reaction of anthranilic acid with benzoyl chloride gives N-benzoyl anthranilic acid (1). Then, cyclization of N-benzoyl anthranilic acid with acetic anhydride to give 2-phenyl- 4H- benzo [3,1] oxazine - 4- one (2). After that, compound (2) was reacted with hydrazine hydrate to give 2-phenyl-3-amino quinazoline -4(3H)-one (3). Compound (3) was reacted with different para-substituted aromatic aldehydes to give Schiff base derivatives (4-9). Finally, cyclization of Schiff base derivatives with different reagents (chloro acetyl chloride, phenyl isocyanate, and phenyl isothiocyanate) to form a new four-membered heterocyclic ring (β-lactam and1,3- diazetine-2-one (10-15) and (16-27),respectively. The prepared compounds were characterized by FTIR, 1H-NMR, and 13C-NMR as well as measurements of some of its physical properties and specific tests were done. The antioxidant activity of all the prepared compounds was estimated by molecular docking studies and in an experiment.