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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926599Generated: October 30, 2026

Lawesson's reagent → 3-Morpholin-4-yl-3-thioxopropanenitrile

https://huagongshe.com/reaction/1926599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant4-(Cyanoacetyl)morpholineHCID 229279—
SolventTetrahydrofuranHCID 8028—
Product3-Morpholin-4-yl-3-thioxopropanenitrileHCID 45158941131.2%

Reaction Steps

To a solution of 3-morpholin-4-yl-3-oxopropanenitrile (3.0 g, 19.5 mmol) in anhydrous THF (45 mL) was added Lawesson's reagent (4.2 g, 10.3 mmol). The reaction mixture was allowed to stir at rt for 16 h and was then concentrated to small volume. A solid precipitated and was filtered. The solid was washed with diethyl ether to give 3-morpholin-4-yl-3-thioxopropanenitrile (2.3 g, 70%). LCMS: (AA) ES+ 171.2. 1H NMR (400 MHz, d1-chloroform) δ: 4.29-4.27 (m, 2H), 4.00 (s, 2H) and 3.83-3.81 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183240B2
Source datasetuspto-grants-2012_05
ORD IDord-29f49d80472d421b992ee4ce154b5304
Source noteuspto-grants-2012_05