Synthesis and characterization of some new (1,3-Oxazepine) derivative from 6-methyl 2-thiouracil and study their biological activity

Abstract

This research includes synthesis of new heterocyclic containing (1,3-oxazepine) derivatives of 6- methyl 2-thiouracil. The preparation process started by the reaction of 6- methyl 2-thiouracil with ethyl chloroacete to give ethyl 2-((4-hydroxy-6-methylpyrimidin-2-yl) thio) acetate (1). Compound (1) reacted with hydrazine hydrate to give 2-((4-hydroxy-6-methylpyrimidin-2-yl)thio) aceto hydrazide (2). That reacted with various substituted benzaldehydes in the presence of glacial acetic acid as catalyst in absolute ethanol to obtain new Schiff bases derivatives (3-11). The new 1,3-oxazepine derivatives [12-38] were obtained from treatment of each new Schiff bases derivatives (3-11) with each (phthalic anhydride ,maleic anhydride and succinic anhydride) respectively. Newly synthesized compounds were identified via spectral methods; their [FT-IR and some of them by 1H-NMR, 13C-NMR] and measurements of some of its physical properties. Furthermore some of the new compounds were screened for their antimicrobial activity against four strains of bacteria –ve (Escherichia coli and klibsialla) and +ve (Bacillus and Staphylococcus aureus). Most of the tested compounds show significant antibacterial activity.