6268-88-8Relevant articles and documents
Alkylation and Aminomethylation of 1,3-Dihydro-2H-Benzimidazole-2-Thione
Bespalov,Gorchakova,Ivanov,Kuznetsov,Kuznetsova,Pankova,Prokopenko,Avdontceva
, p. 1547 - 1558 (2015/02/19)
Alkylation of 1,3-dihydro-2H-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-2H-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.
Behaviour of 2,3-dihydro-1H-benzo[d]imidazole-2-thione towards amines under Mannich-type condition
Hamama
, p. 269 - 271 (2007/10/03)
2,3-Dihydro-1H-benzo[d]imidazole-2-thione (1) was subjected to a Mannich reaction with either dimethylamine, urotropine, morpholine, thiomorpholine, (±) 3,3,5 trimethylhexahydroazepine, piperazine or p-bromoaniline and formalin in different molar ratios to afford the Mannich bases. The reactivity of the Mannich base 5a towards indole was also investigated. In addition the condensation of hydroxymethyl derivative 10 with morpholine, benzimidazole, p-bromoaniline, tryptamine and aminiothiazole was achieved.