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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828413Generated: October 30, 2026

Lawesson's reagent → tert-Butyl N-[4-(3-amino-3-thioxopropyl)-2-pyridyl]carbamate

https://huagongshe.com/reaction/1828413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactanttert-Butyl N-[4-(3-amino-3-oxopropyl)-2-pyridyl]carbamateHCID 22063511—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl N-[4-(3-amino-3-thioxopropyl)-2-pyridyl]carbamateHCID 22063705152.7%

Reaction Conditions

Temperature75 °C

Reaction Steps

Under argon atmosphere, tert-butyl N-[4-(3-amino-3-oxopropyl)-2-pyridyl]-carbamate (11.79 g, 44.44 mmol) dissolved in tetrahydrofuran (100 ml) was added with Lawesson's reagent (9 g, 22.22 mmol) and stirred at 70-80° C. for 30 minutes. After the reaction mixture was returned to room temperature, the solvent was evaporated under reduced pressure and the resulting residue was purified by silica gel column chromatography (chloroform chloroform:methanol=20:1) to obtain 9.544 g (76%) of the title compound as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056917B2
Source datasetuspto-grants-2006_06
ORD IDord-0a8f66eeb484472895f9ff399e033914
Source noteuspto-grants-2006_06