Cyanogen Bromide → 1-ethyl-5-fluoro-1H-1,3-benzodiazol-2-amine

Participants

Reaction Steps

To a solution of N1-ethyl-4-fluoro-benzene-1,2-diamine (1.54 g, 10.0 mmol) in MeOH (20 mL) and H2O (20 mL) was added cyanogen bromide (2.1 mL, 10.5 mmol, 5.0 M in acetonitrile). The resulting mixture was stirred at room temperature overnight. The resulting mixture was then adjusted to pH>9 with concentrated NH4OH and the resulting solid was collected by filtration, washed with H2O and hexanes to yield 1-ethyl-5-fluoro-1H-benzimidazol-2-ylamine MS 180 (M+1)+.

Provenance & Evidence