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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635103Generated: October 29, 2026

Lawesson's reagent → 4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidinthione

https://huagongshe.com/reaction/635103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidoneHCID 10969218—
SolventTolueneHCID 1140—
Product4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidinthioneHCID 10925716150.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidone (6.86 g, 21.48 mmol) was dissolved in dry toluene (100 ml). After adding Lawesson's reagent (5.21 g, 12.89 mmol), the mixture was heated at 60° C. for 30 minutes. After allowing the liquid reaction mixture to cool, toluene was evaporated under reduced pressure and the residue was subjected to flash silica gel column chromatography (eluent: n-hexane:ethyl acetate=4:1) to obtain 6.49 g (90.1%) of the title compound as a pale yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184388B2
Source datasetuspto-grants-2001_02
ORD IDord-b29855ce03bb4fd587ce99c25969dccc
Source noteuspto-grants-2001_02