Nitric Acid → HCID 178524577, compound

Participants

Reaction Steps

The nitration of 2-hydroxy-3-carboxypyridine was performed as taught by Winn et al J. Med. Chem, (36) 2676-2688 (1993). In a 250 mL round bottom flask fitted with a stirrer bar and cooling bath was added 150 mL of concentrated sulfuric acid and 17 g of starting material. Then 10 ml of concentrated nitric acid (67%) was added dropwise to the solution over a period of 20 minutes, keeping the reaction temperature at <8° C. The reaction mixture was warmed to room temperature and stirred overnight. The next day the reaction was heated to 70° C. for 90 minutes. The reaction mixture was cooled to 25° C. and poured the reaction mixture into 1 liter of ice/water. The product, which precipitated out of solution, was recrystallized from ethanol. Recovered 18 g of product. Yield=65%.

Provenance & Evidence