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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440447Generated: October 30, 2026

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

https://huagongshe.com/reaction/1440447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
Reactantethyl (2,6-dimethyl-3H-pyrimidin-4-on-5yl)acetateHCID 135459178—
ProductEthyl (4-Chloro-2,6-dimethylpyrimidin-5-yl)acetateHCID 1529691598%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05498776
Source datasetuspto-grants-1996_03
ORD IDord-480b5cd6321a4adb860968ea2c6d4862
Source noteuspto-grants-1996_03