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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 802Generated: October 23, 2026

3-(Trifluoromethyl)phenol → 2-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidine

https://huagongshe.com/en/reaction/802

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Trifluoromethyl)phenolHCID 7376—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidineHCID 248063—
SolventTetrahydrofuranHCID 8028—
Product2-(Methylsulfanyl)-4-(trifluoromethyl)-6-[3-(trifluoromethyl)phenoxy]pyrimidineHCID 1475000—

Reaction Steps

m-(Trifluoromethyl)phenol (1.06 g, 0.0044×1.5 mol) and NaH (0.26 g (ca.60% in mineral oil), 0.0044×1.5 mol) were dissolved in THF, and then 4-chloro-2-methylthio-6-(trifluoromethyl)pyrimidine (Compound No. VII-17) (1.0 g, 0.0044 mol) was added thereto. The resulting solution was refluxed for about 7 hours. The reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate to separate an organic phase. The organic phase was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and concentrated. Thereafter, remaining phenol and others were distilled off in a tubular oven (under water flow, 150° C.) to obtain the intermediate compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723412
Source datasetuspto-grants-1998_03
ORD IDord-779700042b074f55b42f3a2202e7c555
Source noteuspto-grants-1998_03