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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305661Generated: November 3, 2026

Dimethylformamide → 4-[(5S)-5-[(ethanethioylamino)methyl]-2-oxo-oxazolidin-3-yl]-2-fluoro-benzamide

https://huagongshe.com/reaction/2305661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantEthyl dithioacetateHCID 70093—
Reactant4-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamideHCID 22966198—
SolventAcetonitrileHCID 6342—
Product4-[(5S)-5-[(ethanethioylamino)methyl]-2-oxo-oxazolidin-3-yl]-2-fluoro-benzamideHCID 3006433—

Reaction Steps

A solution of 5-(S)-aminomethyl-3-[4′-aminocarbonyl-3′-fluorophenyl]oxazolidine-2-one (1.75 g, 6.9 mmol), triethylamine (2.0 ml, 13.8 mmol) and ethyl dithioacetate (0.87 ml, 7.6 mmol) and DMF (5 ml) in acetonitrile (5 ml) was stirred at r.t. for 48 h. Solvent was removed under vacuum, and the crude material purified by silica gel chromatography (eluent: 10% methanol in ethyl acetate). White crystalline solid (1.3 g, 61%). HPLC Rt=4.5 min. MS (m/z): [M+H]+=312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441005B1
Source datasetuspto-grants-2002_08
ORD IDord-449c97f30b104d0da8e219cc5beb40fb
Source noteuspto-grants-2002_08