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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292819Generated: October 30, 2026

Phosphorus oxychloride → 5-Bromo-4-chloro-6-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/1292819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-bromo-6-(trifluoromethyl)-1H-pyrimidin-4-oneHCID 178518144—
SolventWaterHCID 962—
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 mixture 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 poured into water gradually, followed by extraction with chloroform. 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 vacuum 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 numberUS07238689B2
Source datasetuspto-grants-2007_07
ORD IDord-5ac86146bc484c2bab651f67350695b9
Source noteuspto-grants-2007_07