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Vol. 35 No. 3 (2023): Vol 35 Issue 3, 2023

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Microwave-Assisted, Rapid Synthesis of Benzimidazole based Potential Anticancer Agent Methyl 1-benzyl-2-(4-fluoro-3-nitrophenyl)-1H-benzo[d]imidazole-5-carboxylate (TJ08) via T3P Mediated Cyclization

https://doi.org/10.14233/ajchem.2023.27480
G.S. Jagadeesha
Department of Chemistry, Government S.K.S.J. Technological Institute (Affiliated to Visvesvaraya Technological University, Karnataka), K.R. Circle, Bangalore-560001, India
N.R. Thimmegowda
Department of Chemistry, Government S.K.S.J. Technological Institute (Affiliated to Visvesvaraya Technological University, Karnataka), K.R. Circle, Bangalore-560001, India
K. Mantelingu
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570006, India
D.S. Prasanna
Department of Applied Sciences, Visvesvaraya Technological University, Center for Postgraduate Studies, Bengaluru Region, Muddenahalli, Chikkaballapur District-562101, India
K.S. Rangappa
Institution of Excellence, University of Mysore, Mysore-570006, India

Corresponding Author(s) : N.R. Thimmegowda

nrthimmegowda@gmail.com

Asian Journal of Chemistry, Vol. 35 No. 3 (2023): Vol 35 Issue 3, 2023

Abstract

A novel microwave assisted protocol for the rapid synthesis of methyl 1-benzyl-2-(4-fluoro-3-nitrophenyl)-1H-benzo[d]imidazole-5-carboxylate (TJ08) with potent antileukemic activity has been developed with excellent yields in 31 min of reaction time over 5 steps, whereas the conventional heating method required around 17 h. In this method, n-propanephosphonic acid anhydride (T3P) was used as a coupling reagent for amidation, during this reaction the in situ generated byproduct n-propylphosphonic acid subsequently catalyzes the cyclization reaction to form benzimidazole ring and hence this novel protocol affords to synthesize the novel benzimidazole derivatives expeditiously to develop new druggable compounds.

Keywords

Benzimidazole derivative T3P Anticancer agent Antileukemic activity
Jagadeesha, G., Thimmegowda, N., Mantelingu, K., Prasanna, D., & Rangappa, K. (2023). Microwave-Assisted, Rapid Synthesis of Benzimidazole based Potential Anticancer Agent Methyl 1-benzyl-2-(4-fluoro-3-nitrophenyl)-1H-benzo[d]imidazole-5-carboxylate (TJ08) via T3P Mediated Cyclization. Asian Journal of Chemistry, 35(3), 598–604. https://doi.org/10.14233/ajchem.2023.27480
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