Synthesis of some azetidonone and 1, 3-oxazepine deritives from thymol

Abstract

Abstract A series of some azetidines -2-one derivative (11-16) have been synthesized by cyclocondensation of various hydrazones derivatives (3-10) with chloroacetyl chloride in the presence of triethylamine. Hydrazones (3-10) were synthesized from the reaction of hydrazide (2) with various substituted benzaldehyde. Oxazepain 4,7-dion derivatives (17-22) were synthesized from the reaction of hydrazones derivatives (3-10) with maleic anhydride INTRODUCTION Azetidine-2-one and 4, 7-oxazepaine derivatives were reported to posse's antibacterial, antifungal(1-3), antianflammatory and antitubercular activities(4) also oxazepine derivatives used as neuroleptic and as antidepressant (5, 6) Azetidine-2-one can be prepared from ketene-imines cycloaddition(7) reaction, although many synthetic methods have been developed, Bhat and etal.(8) synthesized Schiff's bases from condensation of acid hydrazine of p-anisidine with aromatic aldehydes, which on treatment with chloroacetylchloride in the presences of triethylamine afforded 2-azetidiones.1, 4-benzoxazepine-2, 5-(1H, 3H)-dione was prepared from the reaction of o.aminobenzoic acid with choroacetyl chloride. Alkyl substituted derivatives were prepared from the reaction of the corresponding alkyl halide with benzoxazepinedione in the presence of a suspension of sodium hydride in dimethylforamide.(9) In this paper we report the synthesis of some azetidinone and oxazepine derived from ethyl thymoxy acetate

Keywords

• azetidonone
• 1, 3-oxazepine
• thymol