A. Ya. Bespalov, T. L. Gorchakova, A. Yu. Ivanov, M. A. Kuznetsov, L. M. Kuznetsova, A. S. Pankova, L. I. Prokopenko, M. S. Avdontceva
«Alkylation and Aminomethylation of 1,3-Dihydro-2Н-Benzimidazole-2-Thione»
Chem. Heterocycl. Compd, 2015, 50(11), ASAP
DOI: 10.1039/c4ra07840c
Alkylation of 1,3-dihydro-2Н-benzimidazole-2-thione (2-mercapto benzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2Н-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution