N,N-Dimethylaniline → Ethyl (4-Chloro-2,6-dimethylpyrimidin-5-yl)acetate

반응식

[CH3:1][C:2]1[NH:7][C:6](=O)[C:5]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:4]([CH3:15])[N:3]=1.P(Cl)(Cl)([Cl:18])=O.CN(C)C1C=CC=CC=1>>[Cl:18][C:6]1[C:5]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:4]([CH3:15])[N:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

반응물 3

HCID 949N,N-Dimethylaniline

HCID 24813Phosphorus oxychloride

HCID 135459178ethyl (2,6-dimethyl-3H-pyrimidin-4-on-5yl)acetate

생성물 1

HCID 15296915Ethyl (4-Chloro-2,6-dimethylpyrimidin-5-yl)acetate수율 98%

실험 절차

A mixture of ethyl (2,6-dimethyl-3H-pyrimidin-4-on-5yl)acetate (1.13 g, 5.4 mmol), phosphorous oxychloride (10 mL, and N,N-dimethylaniline (1.3 mL, 10.3 mmol) was heated under reflux for 3.5 h. The reaction mixture was concentrated, poured onto ice, and the resulting mixture was extracted with ether. The combined extracts were washed with water, dried (MgSO4), and concentrated to give 1.2 g (98%) of product as a yellow oil.