Synthesis and Antibacterial Activity of 1,3-Oxazepine Derivatives Starting From L-Ascorbic Acid
Keywords:L-Ascorbic acid, acetal, imines, 1,3-oxazepine, [2 5] cycloaddition
In this work, an aldehyde precursor has been prepared by four subsequent steps starting from L-ascorbic acid. This compound was reacted with different amines namely; phenyl hydrazine, aniline, p-toluidine, p-methoxyaniline, p-acetamidoaniline and 2-aminopyrimidene to afford six imine derivatives. Finally, the cycloaddition of Schiff bases to four separate acid anhydrides; maleic anhydride, 2,3-dichloromaleic anhydride, 3-nitrophthalic anhydride and phthalic anhydride produced 24 oxazepine derivatives. All synthesized compounds were characterized by FT-IR spectroscopy, 1H NMR spectroscopy, micro-elemental analysis and TLC. The antibacterial activity of 1,3-oxazepines against S. aureus and E. coli were studies using disk diffusion method.