Anti-bacterial Activity of Some New Heterocyclic Compounds Containing A moiety of Imidazolodine and Oxazepine Derivatives
DOI:
https://doi.org/10.64354/q8yq7w43Keywords:
Azo dyes, Schiff base , Imidazolodine and oxazepineAbstract
This study outlines the microwave-assisted synthesis, spectral characterization, and antibacterial evaluation of novel azo-Schiff base derivatives incorporating imidazolidine (B1, B2) and oxazepine/benzoxazepine (B3, B4) heterocyclic rings. The new azo compound (A) is prepared by dissolving 4-fluoroaniline in a solution of sodium nitrite, concentrated hydrochloric acid, and 4-hydroxyacetophenone. Next, the prepared azo and 2-aminoanthraquinone are reacted with drops of icy acetic acid in a microwave to create the Schiff base (B). Lastly, the amino acids leucine and tyrosine are used in the Schiff base (B) reaction to create imidazolidine (B1-B2). Maleic anhydride and phthalic anhydride react with the Schiff base (B) to produce the seven-ring oxazepane (B3) and benzoxazepene (B4), respectively. Microwave irradiation significantly improved reaction efficiency, giving shorter reaction times and higher chemical yields compared to traditional thermal methods. The synthesized Schiff base, imidazolidine, and oxazepine derivatives demonstrated high thermal stability, high melting/decomposition points, and resistance to environmental factors such as light and moisture. Most derivatives exhibited concentration-dependent antibacterial activity against both Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria.The driving aggregates speed up the reaction, while the pull groups shorten the reaction's duration. The reaction was monitored using TLC; iodine was employed as a moderator; melting points were measured; infrared (FT-IR) spectra were obtained; and proton NMR (¹H NMR) spectra were obtained.
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