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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555964Generated: October 25, 2026

Toluene → 4-methylbenzenesulfonate;methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate

https://huagongshe.com/reaction/555964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantClopidogrelHCID 60606—
SolventMethanolHCID 887—
Product4-methylbenzenesulfonate;methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetateHCID 86609274—

Reaction Steps

Clopidogrel base was dissolved in methanol, p-Toluene sulphonic acid was added to the solution at 20° C. The reaction mixture was heated to reflux temperature for 2 hrs. The solution was cooled to room temperature and the methanolic solution was added dropwise to hot toluene. The resulting solution was refluxed for an additional 20 minutes. The solution was cooled to room temperature and was stirred for 24 hrs. The solvent was evaporated under reduced pressure to dryness to obtain Clopidogrel tosylate, similar to that obtained above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053579B2
Source datasetuspto-grants-2011_11
ORD IDord-cc8493887ffd40b0b41631c2e9a8e0d6
Source noteuspto-grants-2011_11