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Molecules 2014, 19(9), 13878-13893; doi:10.3390/molecules190913878

Synthesis and Structure of Sulfur Derivatives from 2-Aminobenzimidazole

Instituto Politécnico Nacional-UPIBI, Departamento de Ciencias Básicas, Av. Acueducto s/n Barrio la Laguna Ticomán, 07340 México, D.F., Mexico
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Received: 11 June 2014 / Revised: 14 August 2014 / Accepted: 14 August 2014 / Published: 4 September 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

The reactions of the benzimidazole nitrogen atoms and the exocyclic amino group of 2-aminobenzimidazole with CS2 in NaOH basic medium followed by methylation with methyl iodide was explored. With careful control of the stoichiometric quantities and addition sequences, this set of reactions allows the selective functionalization of the benzimidazole ring with N-dithiocarbamate, S-methyldithiocarbamate or dimethyl- dithiocarboimidate groups. The products were characterized by 1H-, 13C-NMR spectroscopy and three of them by X-ray diffraction analysis. The preferred isomers, tautomers and conformers were established. View Full-Text
Keywords: 2-aminobenzimidazole; dithiocarbamates; S-methyldithiocarbamates; dithio-methylcarboimidates 2-aminobenzimidazole; dithiocarbamates; S-methyldithiocarbamates; dithio-methylcarboimidates
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Cruz, A.; Padilla-Martínez, I.I.; García-Báez, E.V.; Guerrero-Muñoz, G. Synthesis and Structure of Sulfur Derivatives from 2-Aminobenzimidazole. Molecules 2014, 19, 13878-13893.

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