Thionyl Chloride → HCID 10805016, compound

Participants

Reaction Steps

A mixture of 2,3-dimethoxy-6-methyl-7-nitro-quinoxaline-5-carboxylic acid (12) (500 mg, 1.70 mmol) in thionyl chloride (twice distilled over triphenyl phosphite) (25 mL) was heated at reflux for 20 hours. The reaction mixture was concentrated to an off-white solid which was purified by elution through a flash column (4:1 hexanes:ethyl acetate), 510 mg (96%), mp 162-164° C.; 1 H NMR (CDCl3): δ 8.35 (s, 1H), 4.15 (s, 3H), 4.03 (s, 3H), 2.55 (s, 3H); MS: m/z 312 (M+H). Anal Calcd. for C12H11ClN3O5: C, 46.24; H, 3.23; N, 13.48. Found: C, 46.38; H, 3.32; N, 13.28.

Provenance & Evidence