Synthesis and Anti-Bacterial Activity Profile of Cyclized Diazonium Compounds

Abstract

Synthesis of cyclised diazonium compounds and their in vitro activity against various microorganisms is described. Several primary aromatic amines were diazotised and the resulting diazotised compounds were coupled with active methylene compounds to give hydrazono derivatives. These were cyclized with hydrazine hydrate, phenyl hydrazine, urea and o-phenylene diamine to give pyrazolin-5-one, substituted pyrazolin-5-ones, pyrimidin-di-ones and benzodiazepinone derivatives, respectively. Some hydrazine derivatives were also produced by reduction of diazo compounds with Sn/HCl. The synthesized compounds were assessed for their antimicrobial profile against Escherichia coli, Staphylococcus aureus, Bacillus cereus and Pseudomonas putida. Chloramphenicol and tetracycline were used as standards for the comparison of activity. Some of the compounds were found to exhibit promising anti- bacterial activity.

Keywords: diazotization, pyrazolinone, pyrimidinone, benzodiazepine, antimicrobial