Synthesis and Characterization of (Azo-Oxazepane and Azo-Diazepine) Derivatives and Study their Biological Activity

Abstract

This research included the preparation of heterocyclic compounds with a seven-membered ring (1,3 oxazepine(and (1,3 diazepine) . the first step was included preparation of azo compound (1) from coupling of diazonium salt of p-phenylenediamine with 1-methyl imidazole in an alkaline alcoholic medium, then followed by the reaction of azo compound (1) with 2-hydroxy-5-nitro benzaldehyde to form a azo compound(2) then the prepared compound is condensed with 2-aminothiazole in absolute ethanol and in the presence of glacial acetic acid as a catalyst to get Schiff bases (3) respectively Schiff bases then reacted with (maleic anhydride, succinic anhydride) in dry benzene to get heterocyclic seven-membered compounds (4,5) and the last step the react between oxazepine derivatives(4,5) with phenyl hydrazine and aniline in absolute ethanol to get diazepine derivatives(6,7) from phenyl hydrazine and (8,9) from aniline, respectively, all these prepared compounds were characterized by FT-IR and H1NMR, and the reaction was followed up by Rf and TLC technology, and melting points were measured, and then the biological activity of them was studied using two types of bacteria.