Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914409Generated: October 26, 2026

2,2,2-Trifluoroethanol → 2-Methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine

https://huagongshe.com/reaction/914409

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,2-TrifluoroethanolHCID 6409—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylthiopyrimidineHCID 97113—
ReactantAmmonia chlorideHCID 20976574—
SolventDimethylformamideHCID 6228—
Product2-Methylthio-4-(2,2,2-trifluoroethoxy)pyrimidineHCID 1969418673.1%

Reaction Steps

2,2,2-Trifluoroethanol (3.74 g) was dissolved in N,N-dimethylformamide (50 mL), sodium hydride (about 60% in oil) (1.37 g) was added under ice-cooling, and the mixture was stirred at room temperature for 20 min. After ice-cooling again, 4-chloro-2-(methylthio)pyrimidine (5.0 g) was added, and the mixture was stirred at 0° C. for 1 hr. Saturated aqueous ammonia chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (5.1 g) as a slightly yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-9ce47e7d2d1247d6902f1a737bec97b1
Source noteuspto-grants-2011_09