Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437240Generated: November 1, 2026

4-Chloro-2-pyridinecarbonitrile → 4-(Methylsulfanyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/1437240

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-pyridinecarbonitrileHCID 693342—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethylformamideHCID 6228—
Product4-(Methylsulfanyl)pyridine-2-carbonitrileHCID 2031044790.6%

Reaction Steps

Sodium thiomethoxide (1.01 g) was added to 4-chloropyridine-2-carbonitrile (2.00 g) obtained from Referential Example 113 in N,N-dimethylformamide (20 mL) at 0° C., followed by stirring for 2 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography (hexane-ethyl acetate), to thereby give the title compound as a solid (1.96 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622471B2
Source datasetuspto-grants-2009_11
ORD IDord-2eec23f02f314cc1b148f16b0d686b5e
Source noteuspto-grants-2009_11