Ammonia → 5-Chloro-2-(1H-tetrazol-1-yl)benzenemethanamine

Participants

Reaction Steps

A solution of 5-chloro-2-(1H-tetraazol-1-yl)benzonitrile (113 mg, 0.55 mmol) in ethanol saturated with ammonia (20 mL) was stirred in the presence of Raney nickel (50% slurry in water, washed with ethanol, catalytic amount) under a hydrogen atmosphere for 1 h. The reaction mixture was filtered through Celite and concentrated to give 5-chloro-2-tetrazol-1-yl-benzylamine (58 mg, 50%); 1H NMR (400 MHz, CDCl3): δ 9.24 (s, 1H), 7.64 (d, J=2.2 Hz, 1H), 7.46 (m, 1H), 7.38 (m, 1H), 3.68 (s, 2H).

Provenance & Evidence