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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499418Generated: October 29, 2026

Tetrahydrofuran → 6-(Methylsulfanyl)pyridine-3-carbonitrile

https://huagongshe.com/reaction/499418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
ReactantSodium methanethiolateHCID 4378561—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventWaterHCID 962—
Product6-(Methylsulfanyl)pyridine-3-carbonitrileHCID 22939527100%

Reaction Steps

2-Chloro-5-cyanopyridine (2.10 g, 15.1 mmol) and sodium thiomethoxide (1.16 g, 16.5 mmol) were added to THF (30 ml). The reaction mixture was refluxed for 9 hrs and 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 (2.26 g, 100%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-87a4d9ad0796450d925b4650bea98971
Source noteuspto-grants-2010_08