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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499568Generated: October 30, 2026

Water → 4-(Methylsulfanyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/499568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-2-pyridinecarbonitrileHCID 693342—
ReactantSodium methanethiolateHCID 4378561—
SolventTetrahydrofuranHCID 8028—
Product4-(Methylsulfanyl)pyridine-2-carbonitrileHCID 20310447100.1%

Reaction Steps

4-Chloro-2-cyanopyridine (2.18 g, 15.7 mmol) and sodium thiomethoxide (2.20 g, 31.4 mmol) were dissolved in THF (100 ml), and the mixture was refluxed for 2 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the titled compound (2.36 g, 99%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-18dfba0e4c7c4f1aa9526e630f8c7848
Source noteuspto-grants-2010_08