Synthesis and Characterization of Oxazepine and Diazepine Derivatives from 1-Methyle Imidazole and Study Biological Activity for Them
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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 it react with 4-methoxy aniline in absolute ethanol and in the presence of glacial acetic acid as a catalyst to get Schiff bases (3) then Schiff bases reacted with (maleic anhydride, succinic anhydride) in dry benzene to get heterocyclic seven-membered compounds (4,5) and the last step react between oxazepine deritives (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 1H-NMR, 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 positive and negative bacteria.
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Azo compound, Schiff base, Oxazepine, diazepine