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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499290Generated: October 30, 2026

6-Chloropyridine-2-carbonitrile → 6-(Methylthio)picolinonitrile

https://huagongshe.com/reaction/499290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloropyridine-2-carbonitrileHCID 118424—
ReactantSodium methanethiolateHCID 4378561—
SolventTetrahydrofuranHCID 8028—
Product6-(Methylthio)picolinonitrileHCID 22939445101.2%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-chloro-6-cyanopyridine (0.70 g, 5.0 mmol), sodium thiomethoxide (0.39 g, 5.5 mmol) and tetrahydrofuran (50 ml) was stirred at 90° C. for 18 hrs. The reaction mixture was concentrated under reduced pressure, combined with water and extracted with ethyl acetate. The extract was washed with saturated brine and dried, and the solvent was evaporated under reduced pressure to give the titled compound as an oil (0.76 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-ceb8354aad6f4c52b1aca7df984d5ca5
Source noteuspto-grants-2010_08