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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748235Generated: October 31, 2026

Tetrahydrofuran → 6-(Methylthio)nicotinonitrile

https://huagongshe.com/reaction/748235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
ReactantSodium methanethiolateHCID 4378561—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventWaterHCID 962—
Product6-(Methylthio)nicotinonitrileHCID 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 numberUS07399759B2
Source datasetuspto-grants-2008_07
ORD IDord-7919732e7ebf405dba9b80d1ec3b1d07
Source noteuspto-grants-2008_07