Ammonia → 2-Amino-6-chloronicotinic acid

Participants

Reaction Conditions

Reaction Steps

2,6-Dichloronicotinic acid (0.38 g, 2 mmol) and copper (I) iodide (720 mg, 3.8 mmol) were added to liquid ammonia (approx. 20 mL) in a sealed tube at −78° C., which was heated for 25 hours (oil bath temperature: 115° C.). The oil bath temperature was raised to 125° C. followed by additionally heating for 14 hours 30 minutes. The reaction mixture was allowed to return to room temperature followed by distilling off the ammonia. The insoluble material that precipitated following addition of methanol was filtered out and the filtrate was concentrated to obtain the title compound (0.25 g, 1.45 mmol, 72%) as a solid.

Provenance & Evidence