A facile synthesis and characterization of some novel benzimidazole derivatives

Abstract

We successfully synthesized a series of novel benzimidazole derivatives with high yields in our current research study. The synthesis procedure involved condensing Ethyl 3-[[3-amino-4-(treiethylamino) benzoyl] (pyridine-5-yl) amino]-propanoate with various aromatic carboxylic acids, using EDC.HCl and a small amount of DMAP as catalysts. The resulting compounds underwent cyclization through coupling in the presence of acetic acid under reflux conditions. Notably, both the coupling and cyclization reactions were efficiently achieved, with the former occurring at room temperature and the latter at reflux temperature. Our synthesis method is both environmentally friendly and cost-effective. To characterize the synthesized compounds, we employed modern spectroscopic techniques such as FT-IR, 1H NMR, 13C NMR, and mass spectrometry. The compound 4i shown the most potent in vitro anticancer activity. The compound 4e and 4f were also found to have good in vitro anticancer activity compared to other synthesized compounds. The result of in vitro anticancer activity says that the combination of pyridine, benzimidazole and thiophene ring best apposite for the development of novel anticancer agent. The other derivatives have also shown good activity such as compounds 4b, 4c, 4 h and 4j with electron withdrawing group on phenyl ring.

Keywords

• Ethyl 3-[[3-amino-4-(treiethylamino) benzoyl] (pyridine-5-yl) amino]-propanoate
• Benzimidazole
• EDC.HCl
• DMAP
• Environmentally friendly