Sodium Azide → 6-Azidomethylnicotinonitrile

Participants

Reaction Steps

To a solution of 6-Bromomethylnicotinonirile (11-2) (8.0 g, 40.6 mmol) in DMF (100 ml) was added sodium azide (3.17 g, 48.8 mmol). The reaction mixture was stirred overnight at room temperature. The reaction mixture was diluted with 400 ml diethylether and 100 ml water and the layers were separated. The aqueous layer was re-extracted with diethylether (2×100 ml). The combined ether extracts were washed with brine (2×100 ml) and then dried over MgSO4 and filtered to yield 6.53 g product as a white solid.

Provenance & Evidence