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

反応式

[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

参加物

反応物 3

HCID 949N,N-Dimethylaniline

HCID 24813Phosphorus oxychloride

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

生成物 1

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

実験手順

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.