Acetamidine monohydrochloride → Ethyl 2,4-dimethylpyrimidine-5-carboxylate

反応式

Cl.[C:2]([NH2:5])(=[NH:4])[CH3:3].[O-]CC.[Na+].C(O)C.[C:13]([C:16](=[CH:22]N(C)C)[C:17]([O:19][CH2:20][CH3:21])=[O:18])(=O)[CH3:14]>>[CH3:3][C:2]1[N:5]=[C:13]([CH3:14])[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:22][N:4]=1

参加物

反応物 3

HCID 67170Acetamidine monohydrochloride

HCID 3806790Ethyl 2-acetyl-3-(dimethylamino)acrylate

HCID 23706232Ethanol sodium ethoxide

生成物 1

HCID 295888Ethyl 2,4-dimethylpyrimidine-5-carboxylate収率 76%

実験手順

Acetamidine hydrochloride was added to a 10% sodium ethoxide-ethanol solution (410 mL, 0.53 mol) at room temperature. Then, ethyl 2-acetyl-3-(dimethylamino)acrylate (98 g, 0.53 mol) was added to the mixture, and the mixture was heated under reflux for 24 hrs. Ethanol was evaporated under reduced pressure. Water was added to the residue and the mixture was extracted with ethyl acetate. The extract was washed with water, dried and the solvent was evaporated. The residue was distilled under reduced pressure to give the title compound (73 g, yield 76%).