Ammonia → 6-Chloro-3-nitropyridin-2-ylamine

Participants

Reaction Steps

To an ice-cooled solution of 2,6-dichloro-3-nitropyridine (55.65 g, 288 mmol) in EtOH (500 ml) was added sodium carbonate (76.32 g, 720 mmol) followed by aqueous ammonia (35%, 21 ml). The reaction was then allowed to warm to rt, stirred at rt for 1 h, then at 50° C. for 1 h and then at 90° C. for 1 h. Another 20 ml of aqueous ammonia was added and heating continued at 90° C. for a further 1 h. Another 50 ml of aqueous ammonia was added and heating continued at 90° C. for a further 1 h. The reaction was cooled to rt, and the solid was filtered, washed with water (500 ml) and dried in vacuo to give the title compound as a yellow solid (37.25 g, 75%).

Provenance & Evidence