Design, synthesis of bisbenzimidazole dithiol derivatives and analogs
1 Department of Sciences and Technology, Section of Physics-Chemistry, Ecole Normale Superieure, Abidjan, Côte d’Ivoire, 08 BP 10 Abidjan 08.
2 Department of Physics-Chemistry, UFR Sciences of the Structures of Matter and Technology, Félix Houphouët-Boigny University, Abidjan, Côte d’Ivoire, 22 BP 582 Abidjan 22.
3 Department of Mathematics, Physics-Chemistry, UFR of Biological Sciences, Peleforo GON COULIBALY University, Korhogo, Côte d’Ivoire, BP 1328 Korhogo.
Research Article
GSC Advanced Research and Reviews, 2022, 13(02), 085–090.
Article DOI: 10.30574/gscarr.2022.13.2.0300
Publication history:
Received on 30 September 2022; revised on 02 November 2022; accepted on 05 November 2022
Abstract:
The benzimidazole scaffold is an important pharmacophore and one of the preferred structures in medicinal chemistry due to the wide range of biological activities of its derivatives. Here in this article, the synthesis of two series of compounds, namely bis(thiobenzimidazol-2-yl)methane derivatives and analogs (4a-e) and bis(benzimidazol-2-yl)dithiol derivatives and analogs (5a-e) are described. These compounds were synthesized by first designing 2-mercaptobenzimidazole derivatives and analogs (2a-e) by action of orthophenylenediamine and analogs (1a-e) with carbon disulfide. Reaction of thiols (2a-e) with diiodomethane leads to bis(thiobenzimidazol-2-yl)methane derivatives and analogs (4a-e). Their treatment in glacial acetic acid led to their oxidation to bis(benzimidazol-2-yl)dithiol derivatives and analogs (5a-e). The structures of the synthesized compounds were characterized by 1H, 13C Nuclear Magnetic Resonance (NMR), and High-Resolution Mass Spectrometry (HRMS) analyses.
Keywords:
Benzimidazole; Dithiol; Oxidation; Diiodomethane; Analogs
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