Ammonia → HCID 9820527, compound

Participants

Reaction Conditions

Reaction Steps

2-Chloro-4-(2-cyanoanilino)pyrimidine (250 mg, 1.09 mmol) was dissolved in n-butanol (3 ml) and sulphanilamide (150 mg, 0.87 mmol) was added. The resulting suspension was treated with methanol until all the solid dissolved. The reaction mixture was heated at 95° C. for 12 hours and allowed to cool to ambient temperature. The reaction mixture was then basified to pH 9–10 using methanolic ammonia and evaporated onto silica (5 ml). The residue was purified by column chromatography eluting with 0–15% 2.0M methanolic ammonia solution in dichloromethane to afford a solid product (256 mg). NMR (303.1K): 6.58 (d, 1H), 7.24 (br s, 2H), 7.56 (m, 5H), 7.69 (d, 1H), 7.82 (t, 1H), 7.95 (d, 1H), 10.88 (br s, 1H), 11.07 (br s, 1H); MS (M+H)+: 367.1.

Provenance & Evidence