Synthesis, Characterization, and Antibacterial Activity Evaluation of Some New Benzoxazepindiones Obtained from Diphenylacrylimidamides

This study reports the synthesis of new ۱,۳-oxazepine derivatives (S۲۱-S۳۰) by reacting hydrazones (Schiff bases) (S۱۱-S۲۰) with phthalic anhydride in dry benzene as the solvent. The hydrazones were prepared by reacting diphenyl acrylamide derivatives (S۱-S۱۰) with para-chloroaniline using ethanol as the solvent. The acrylamides were derived from para-substituted acetanilides treated with various para-benzaldehydes using ethanol as the solvent. All synthesized compounds have been characterized using UV-Visible and FT-IR spectroscopy. The structure of chemicals has been confirmed using proton and carbon nuclear magnetic resonance spectroscopy (۱H-NMR and ۱۳C-NMR). The purity of the synthesized chemicals was confirmed through Thin-Layer Chromatography (TLC). The antibacterial activity of the new compounds has been assessed against gram-positive bacteria (Streptococcus Pneumoniae and Staphylococcus Aureus) and gram-negative bacteria (Pseudomonas Aeruginosa and Escherichia Coli).  The results showed significant antimicrobial activity at varying concentrations, with compounds S۲۳, S۲۶, and S۳۰ exhibiting the highest effectiveness attributed to the electron-withdrawing halogens present in their structures.

کلیدواژه ها:

Schiff bases ، benzoxazepine ، Diphenyl acrylamide ، acetanilide ، Cyclization ، Antibacterial activity