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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490701Generated: October 30, 2026

Triethylamine → 5-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole

https://huagongshe.com/reaction/490701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(4-Methyl-2-(4-(trifluoromethyl)phenyl)-1,3-thiazol-5-yl)methanolHCID 2783005—
SolventDichloromethaneHCID 6344—
Product5-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazoleHCID 2783006—

Reaction Steps

A solution of [4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanol (1.03 g, 3.75 mmol) and triethyl amine (1.05 mL, 7.5 mmol) in methylene chloride (15 mL) is cooled to 0° C., then MeSO2Cl is added dropwise. After 2 hrs, TLC indicated that the reaction is not complete, 10 mol % more of triethyl amine and MeSO2Cl are added. After additional 2 hrs, the reaction mixture is diluted with methylene chloride and washed with sodium bicarbonate, water and brine, dried over sodium sulfate. Concentration yields the crude title compound, which is used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528160B2
Source datasetuspto-grants-2009_05
ORD IDord-f7154bb356044dcf97e07427b6abfc17
Source noteuspto-grants-2009_05