Water → 2-Amino-6-(2-furyl)pyrimidine-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of 2-amino-6-(2-furyl)pyrimidine-4-carbonitrile (7.06 g, 37.9 mmol) in water (30 mL) was treated carefully with concentrated sulfuric acid (30 mL), stirred at 100° C. for 2 h, allowed to cool to room temperature and poured onto a mixture of ice (150 g) and water (150 mL). After standing for 1 h the crude product was filtered off, washed with water and MeCN, and dried in air to give the title compound (7.02 g, 90%) as a brown solid; NMR δH (400 MHz, DMSO) 6.71 (1H, dd, J 1.6, 3.6 Hz), 7.04 (2H, br s), 7.30 (1H, d, J 3.6 Hz), 7.36 (1H, s) and 7.94 (1H, d, J 1.2 Hz); Anal. Calc for C9H7N3O3.1.6H2O: C, 46.20; H, 4.39; N, 17.96. Found: C, 46.22; H, 4.22; N, 17.82.

Provenance & Evidence