Background and purpose: Increasing resistance of microbes to antimicrobial drugs necessitates the production of new compounds of more extensive activity together with low toxicity. Compounds containing quinoxaline and pyrazole cycles comprise important group of nitrogen-bearing heterocyclic compounds. These scaffolds possess a wide spectrum of biological effects including antimicrobial and anticancer effects.
Materials and methods: Three steps procedure were designed to prepare the title compound. 3-(glycerol-1-yl)-1-phenyl flavazole was prepared by adding D-glucose, and ortho-phenylenediamine to phenylhydrazine in presence of acetic acid. Then, the desired aldehyde was obtained by adding sodium periodate to the solution. Finally, adding 4-aminoantipyrine gave the target product.
Results: The considered imine compound was synthesized and its structure was confirmed using NMR, IR, and GC- Mass spectroscopy techniques.
Conclusion: In this study, (1-H) pyrazolo [4, 5-b] quinoxaline was prepared using inexpensive and widely available materials. In present research, not only the reaction performance was improved, but also some time and resource savings along with enhanced efficiency were achieved. The method proposed is an efficient, simple, and fast method to synthesize the aforementioned compound with antibacterial potential.