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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257407Generated: November 1, 2026

Thionyl Chloride → 2-(Chloromethyl)-4-[3-(trifluoromethyl)phenyl]-1,3-thiazole

https://huagongshe.com/reaction/1257407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 2726773HCID 2726773—
SolventTetrahydrofuranHCID 8028—
Product2-(Chloromethyl)-4-[3-(trifluoromethyl)phenyl]-1,3-thiazoleHCID 62923961—

Reaction Steps

The compound (4.14 g) obtained in Example 103a was dissolved in tetrahydrofuran (100 mL), and thionyl chloride (3.5 mL) was added. The reaction mixture was stirred at room temperature for 24 hr, and heated under reflux for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate, washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (3.19 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-6cbd65fa7c324d4a9109b90d123384b0
Source noteuspto-grants-2013_06