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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1352266Generated: November 3, 2026

Hydrochloric Acid → 2-Isobutylsulfanyl-5-methanesulfonyl-benzoic acid

https://huagongshe.com/reaction/1352266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsobutyl mercaptanHCID 10558—
ReactantCesium carbonateHCID 10796—
Reactant2-Fluoro-5-methanesulfonyl-benzoic acidHCID 22467566—
SolventDimethylformamideHCID 6228—
Product2-Isobutylsulfanyl-5-methanesulfonyl-benzoic acidHCID 2110023599%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4.58 mmol 2-fluoro-5-methanesulfonyl-benzoic acid (Example A14(b)) in 6 ml N,N-dimethylformamide were added 13.8 mol cesium carbonate and 9.97 mmol 2-methyl-1-propanethiol 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 white solid which was used in the next step without further purification (yield 99%). MS (m/e): 287.0 ([M−H]−, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07220744B2
Source datasetuspto-grants-2007_05
ORD IDord-2e3be9a8fa404a19be7a6945ff66c2c1
Source noteuspto-grants-2007_05