Tetrahydrofuran → 4-benzyloxy-1-methyl-2-methylamino-1H-benzimidazole

Participants

Reaction Steps

To a mixture of 3-benzyloxy-2-amino-N-methylaniline (200 mg) and methyl isothiocyanate (70.5 mg) was added tetrahydrofuran (2 ml) at ambient temperature, and the mixture was stirred for 2 days. The solvent was removed in vacuo, and the residue was dissolved in acetonitrile (2 ml). Methyl iodide (149 mg) was added thereto under ice-cooling, the mixture was stirred for 5 hours. The reaction mixture was concentrated in vacuo, and the residue was crystallized with ethyl acetate and recrystallized with acetonitrile to give 4-benzyloxy-1-methyl-2-methylamino-1H-benzimidazole (148 mg).

Provenance & Evidence