Phosphorus oxychloride → 6-Chloronicotinoyl Chloride

Participants

Reaction Steps

75 Ml. of phosphorous oxychloride and 144 g. of phosphorous pentachloride were added to 100 g. of 6-chloronicotinic acid and intimately mixed. The reaction mixture was slowly heated in an oil bath to 80° over 25 minutes with stirring. The bath temperature was raised to 125° and the solution was stirred and refluxed for 1 hour. After concentration under reduced pressure, anhydrous toluene was added and the solution was concentrated again, finally on the oil pump, to yield 6-chloronicotinoyl chloride as a colorless solid.

Provenance & Evidence