Nitric Acid → HCID 178524776, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-hydroxynicotinic acid (16.60 g, 0.119 mol) and fuming nitric acid (166 mL) was heated at 50° C. for 4 hours. The resulting reaction solution was cooled to room temperature, and then carefully added to ice (300 g). The resultant mixture was then stored at 10° C. overnight, and the precipitated solid was filtered and dried in vacu to afford the title compound (5.50 g, 0.027 mol, 23%) as a yellow solid: 1H NMR (DMSO-d6) δ 13.4 (br s, 2H), 8.64 (d, J=2.2 Hz, 1H), 8.37 (d, J=2.2 Hz, 1H); 13C NMR (DMSO-d6) δ 164.1, 154.4, 146.1, 138.5, 137.2, 107.9. HRMS calculated for C6H4N2O5 184.0120, found 184.0134. Anal. calcd for C6H4N2O5 : C, 39.14; H, 2.19; N, 15.21. Found: C, 39.21; H, 2.33; N, 15.56.

Provenance & Evidence