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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidone | HCID 10969218 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(S)-(1-Ethoxycarbonylcyclopropyl)-3-(S)-fluoro-1-[1-(S)-phenylethyl]-2-pyrrolidinthione | HCID 10925716 | 150.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06184388B2 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-b29855ce03bb4fd587ce99c25969dccc |
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| Source note | uspto-grants-2001_02 |
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