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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026723Generated: November 1, 2026

Lawesson's reagent → (S)-N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-thioacetamide

https://huagongshe.com/reaction/1026723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant(S)-N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamideHCID 9952477—
Solvent1,4-DioxaneHCID 31275—
Product(S)-N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-thioacetamideHCID 6013346455%

Reaction Steps

The title compound was prepared by reacting (S)—N-{3-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (1.0 mmol, prepared as per procedure described in U.S. Pat. No. 5,668,286) with Lawesson's reagent (1.1 mmol), in dioxane (10 ml) at a temperature 65° C. for 12 hours followed by silica gel column chromatographic purification in 55% yield. Mp; 141-143° C., Mass m/z 410.1 (ES+, 100%) for C19H24FN3O4S.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729269B2
Source datasetuspto-grants-2014_05
ORD IDord-9e7f206b3f2d441281fa2ae628214f5e
Source noteuspto-grants-2014_05