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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524323Generated: November 2, 2026

Sodium Cyanide → 2-(2-Chloropyridin-3-yl)acetonitrile

https://huagongshe.com/reaction/1524323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant2-Chloro-3-chloromethyl-pyridineHCID 11528399—
SolventDimethyl SulfoxideHCID 679—
Product2-(2-Chloropyridin-3-yl)acetonitrileHCID 1473954361%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the compound (20.5 g) obtained in step 2 in DMSO (100 mL) was added sodium cyanide (12.4 g), and the mixture was stirred at 50° C. for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was poured into a mixture of water and ethyl acetate. The organic layer was washed with brine, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 10→25% ethyl acetate/hexane) to give (2-chloropyridin-3-yl)acetonitrile (11.7 g, 61%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079907B2
Source datasetuspto-grants-2015_07
ORD IDord-528aa5055d474b5bb6f3b32d71074544
Source noteuspto-grants-2015_07