Synthesis, Characterization of Some New Azo Compounds Containing 1,3-Oxazepine, Anthraquinone Moieties and Studying Their Activity against Pathogenic Bacteria

Abstract

This research includes design of new derivatives for anthraquinone azo compounds bearing 1,3-oxazepine rings with  different saromatic moieties. Diazonium salt of 1-aminoanthraquinone [1] prepared by reaction of 1-aminoanthraquinone with ammonium nitrite in the presence of hydrochloric acid. Then this compound used to prepare of azo derivative [2] through reaction with o-Salicyladehyde. Compound [2] then converted into different Schiff bases [3-8] by treating it with different amino benzenes in absolute ethanol.  Finally 1,3-Oxazepine compounds [9-14] and [15-20] obtained from reaction of Schiff bases [3-8] with phthalic anhydride and maleic anhydride respectively. Physiochemical properties of synthesized compounds determined by their melting points, FTIR, ¹HNMR and ¹³CNMR spectroscopy. The purity and reaction time were checked by TLC. The new prepared 1,3-oxazepine compounds were evaluated against some pathogenic bacteria for their biological activity testing using three different bacterial species including (Klebsiella sp., Streptococcus Pneumonia, Proteus sp.) and compared with (amoxicillin tri hydrate) was used as references drug. The results showed that many of the tested compounds have moderate to good vital activity against the mentioned pathogenic bacteria compared with references drug above.

Keywords: Synthesis, Azo compounds, 1,3-Oxazepine , Anthraquinone, Activity.