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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351873Generated: November 2, 2026

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

https://huagongshe.com/reaction/351873

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 numberUS06743811B2
Source datasetuspto-grants-2004_06
ORD IDord-316b602e5ef6489ab036878ce210de8d
Source noteuspto-grants-2004_06