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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254218Generated: November 2, 2026

Water → 5-Bromo-4-chloro-6-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/254218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-bromo-6-(trifluoromethyl)-1H-pyrimidin-4-oneHCID 178518144—
SolventChloroformHCID 6212—
Product5-Bromo-4-chloro-6-(trifluoromethyl)pyrimidineHCID 1153625082.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

24.3 g (100.0 mmoles) of 5-bromo-4-hydroxy-6-trifluoromethylpyrimidine was suspended in 18.5 g (120.0 mmoles) of phosphorus oxychloride. The suspension was stirred at 100° C. for 2 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was gradually poured into water and extraction with chloroform was conducted. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to reduced pressure distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 21.5 g (yield: 82.4%) of 5-bromo-4-chloro-6-trifluoromethylpyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875606B2
Source datasetuspto-grants-2011_01
ORD IDord-1571258e7a394e5997e2b14e2e997dad
Source noteuspto-grants-2011_01