Journal
CHEMISTRY OF HETEROCYCLIC COMPOUNDS
Volume 50, Issue 11, Pages 1547-1558Publisher
SPRINGER
DOI: 10.1007/s10593-014-1623-z
Keywords
1,3-dihydro-2.-benzimidazole-2-thione; 2-mercaptobenzimidazole; 2-sulfanylbenzimidazole; alkylation; aminomethylation
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Funding
- Russian Science Foundation [14-13-00126]
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Alkylation of 1,3-dihydro-2De-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2De-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.
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