Triethylamine hydrochloride → 2,4-Dichloro-6-(2-chlorophenyl)pyrimidine
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:13][C:12](=O)[NH:11][C:10](=O)[CH:9]=1.O=P(Cl)(Cl)[Cl:18].[ClH:21].C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>>[Cl:21][C:12]1[N:11]=[C:10]([Cl:18])[CH:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[N:13]=1Participants
5
Procedure
6-(2-Chloro-phenyl)-1H-pyrimidine-2,4-dione (200 mg, 0.9 mmol) was taken into 5 ml of POCl3. Triethylamine hydrochloride (495 mg) was added to the mixture and heated at 100 C for 18 hours. The mixture was coiled and evaporated in vacuo to afford a white solid. The solid was suspended in ice water and was carefully basified with saturated sodium bicarbonate. A precipitate was collected by vacuum filtration and dried overnight to afford 183 mg (73% yield) of the desired product. HPLC Rt 8.006 mins (100% purity); MS (ES+) m/e 261.0 (M+H)