Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752048Generated: October 28, 2026

4,6-Dimethylpyrimidin-2-ol → 2-Chloro-4,6-dimethylpyrimidine

https://huagongshe.com/reaction/1752048

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-Dimethylpyrimidin-2-olHCID 9508—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
Product2-Chloro-4,6-dimethylpyrimidineHCID 20550—

Reaction Steps

Under an argon atmosphere, phosphorus oxychloride (2 ml) was added to 4,6-dimethyl-2-hydroxypyrimidine (400 mg), and the resulting mixture was stirred for 1 hour while heating the mixture to reflux. The reaction solution was cooled to room temperature, and the cooled solution was added in small portions to water. After adding sodium hydrogen carbonate in small portions to the resulting mixture to neutralize it, the mixture was extracted with ethyl acetate. Organic layer was washed twice with water and once with saturated brine, and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated to obtain 2-chloro-4,6-dimethylpyrimidine (350 mg). (2) In the same manner as in Reference Example 8, 4-iodophenol (223 mg) and 2-chloro-4,6-dimethylpyrimidine (157 mg) were reacted by using sodium hydride to obtain 2-(4-iodophenoxy)-4,6-dimethylpyrimidine (226 mg),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162988B2
Source datasetuspto-grants-2015_10
ORD IDord-b3e3b142d0094808b2da4798ff493cb1
Source noteuspto-grants-2015_10