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With sodium sulfite; In ice-water; sulfuric acid; water;
III-2-2: Synthesis of 4-nitropicolinic acid A solution of 5.00 g (34 mmol) of 2-cyano-4-nitropyridine dissolved in 50 g of 90% sulfuric acid was stirred at 120 C. for 2 hours. Then, at 20 to 25 C., a solution of 5.60 g of sodium sulfite in 10 ml of water was dropwise added, and the mixture was stirred at the same temperature for one hour, and further, at 80 C. for one hour under heating. After cooling, 100 g of ice-water was added, and the mixture was adjusted to a pH of about 2 with sodium carbonate. The mixture was left to stand in a refrigerator, resulting in precipitation of the solid. The solid was collected by filtration and recrystallized from a water-acetone mixture to obtain 3.50 g of pale yellow crystals (yield 62.1%). m.p.: 157-158 C. (decompd.). IR (KBr): 1710, 1600, 1585, 1535 cm-1.
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