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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229142Generated: October 29, 2026

Lawesson's reagent → N-[[(5S)-3-[3-fluoro-4-(tetrahydro-1,1-dioxido-2H-1,2-thiazin-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]ethanethioamide

https://huagongshe.com/reaction/2229142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
ReactantN-[[(5S)-3-[3-fluoro-4-(tetrahydro-1,1-dioxido-2H-1,2-thiazin-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamideHCID 9908135—
Solvent1,4-DioxaneHCID 31275—
ProductN-[[(5S)-3-[3-fluoro-4-(tetrahydro-1,1-dioxido-2H-1,2-thiazin-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]ethanethioamideHCID 988729692%

Reaction Steps

N-[[(5S)-3-[3-Fluoro-4-(tetrahydro-1,1-dioxido-2H-1,2-thiazin-4-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (180 mg, 0.47 mmol), Lawesson's Reagent (310 mg, 0.77 mmol) and dioxane (10 ml) are heated under reflux for 1 hr. After cooling, the solvent is evaporated and the residue chromatographed over silica gel (40 g) eluting with 2-4% methanol-chloroform gives the title compound as a foam (173 mg, 92%). HRMS(FAB): calcd for m+H=402.0957; Found: 402.0954.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420360B1
Source datasetuspto-grants-2002_07
ORD IDord-5a2a35553d274f179f58a93ee9bf9fd0
Source noteuspto-grants-2002_07