REACTIONS OF 2-METHYL-1 H-BENZIMIDAZOLE W ITH CARBON-DISULFIDE AND PHENYL ISOTHIOCYANATE - MOLECULAR AND CRYSTAL-STRUCTURES OF 1,1'-CARBONOTHIOYL-BIS(2-METHYL-1H-BENZIMIDAZOLE) AND XYCARBONYLMETHYLTHIO-PHENYLIMINO)-1H-BENZIMIDAZOLE
W. Dolling et al., REACTIONS OF 2-METHYL-1 H-BENZIMIDAZOLE W ITH CARBON-DISULFIDE AND PHENYL ISOTHIOCYANATE - MOLECULAR AND CRYSTAL-STRUCTURES OF 1,1'-CARBONOTHIOYL-BIS(2-METHYL-1H-BENZIMIDAZOLE) AND XYCARBONYLMETHYLTHIO-PHENYLIMINO)-1H-BENZIMIDAZOLE, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 50(5), 1995, pp. 837-843
2-Methyl-1H-benzimidazole I reacts in the presence of two equivalents
of sodium hydride in dry DMSO with carbon disulfide to methyl 2-methyl
benzimidazole-1-dithiocarboxylate 3 using methyl iodide as alkylating
agent, whereas using 1,2-dibromoethane 1,1'-carbonothioyl bis(2-methyl
-1H-benzimidazole) 5 is formed. Compound 1 reacts with phenyl isothioc
yanate in the presence of one equivalent of sodium hydride in dry DMF
after alkylation to methyl-1-(alkylthio-phenylimino)-1H-benzimidazoles
6a, 6b. Reaction products 5 and 6b have been identified and structura
lly characterized by X-ray analysis.