Nicotinonitrile
Nicotinonitrile or 3-cyanopyridine is an organic compound with the formula NCC5H4N. The molecule consists of a pyridine ring with a nitrile group attached to the 3-position. A colorless solid, it is produced by ammoxidation of 3-methylpyridine:
Nicotinonitrile is a precursor to the vitamin niacin.
Nitrilase-catalyzed hydrolysis of 3-cyanopyridine by means of immobilized Rhodococcus rhodochrous J1 strains leads in quantitative yield to nicotinamide. The enzyme allows for a more selective synthesis as further hydrolysis of the amide to nicotinic acid is avoided.