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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930979Generated: October 31, 2026

Hydrochloric Acid → 5-Methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-benzoic acid

https://huagongshe.com/reaction/1930979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant2,2,2-TrifluoroethanethiolHCID 4133924—
Reactant2-Fluoro-5-methanesulfonyl-benzoic acidHCID 22467566—
SolventDimethylformamideHCID 6228—
Product5-Methanesulfonyl-2-(2,2,2-trifluoro-ethylsulfanyl)-benzoic acidHCID 2110031399%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4.58 mmol 2-fluoro-5-methanesulfonyl-benzoic acid (Example B4(b)) in 6 ml N,N-dimethylformamide were added 13.8 mol cesium carbonate and 9.16 mmol 2,2,2-trifluoro-ethanethiol and the mixture was stirred at 90° C. for 30 min. The reaction mixture was then cooled to room temperature and acidified to pH1 by addition of hydrochloric acid before being extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated in vacuo to afford the title compound as a red-brown solid which was used in the next step without further purification (yield 99%). MS (m/e): 312.9 ([M−H]−, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188139B2
Source datasetuspto-grants-2012_05
ORD IDord-052e3f0867214826a853fb3684f79d99
Source noteuspto-grants-2012_05