REACTIONS OF 2-METHYL-1 H-BENZIMIDAZOLE WITH CARBON-DISULFIDE AND PHENYL ISOTHIOCYANATE - MOLECULAR AND CRYSTAL-STRUCTURES OF 1,1'-CARBONOTHIOYL-BIS(2-METHYL-1H-BENZIMIDAZOLE) AND 2-METHYL-1-(ETHOXYCARBONYLMETHYLTHIO-PHENYLIMINO)-1H-BENZIMIDAZOLE
2-Methyl-1H-benzimidazole I reacts in the presence of two equivalents of sodium hydride in dry DMSO with carbon disulfide to methyl 2-methylbenzimidazole-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 isothiocyanate in the presence of one equivalent of sodium hydride in dry DMF after alkylation to 2-methyl-1-(alkylthio-phenylimino)-1H-benzimidazoles 6a, 6b. Reaction products 5 and 6b have been identified and structurally characterized by X-ray analysis.