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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1089439Generated: October 31, 2026

Water → 2-(6-Chloropyridin-3-yl)acetonitrile

https://huagongshe.com/reaction/1089439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
SolventDimethyl SulfoxideHCID 679—
Product2-(6-Chloropyridin-3-yl)acetonitrileHCID 1475128—

Reaction Conditions

Temperature90 °C

Reaction Steps

25.6 g of sodium cyanide (0.522 mol) are dissolved in 123 g of dimethyl sulfoxide, the mixture is heated to 90° C. and 68.9 g (0.43 mol) of 2-chloro-5-chloromethylpyridine are introduced in portions. During this, the temperature rises to 130° C. The mixture is allowed to cool to room temperature, poured into water and extracted using ether. The solvent is removed and the crude product is distilled at 1.0 mbar (130°-135° C.). M.p.: 80° C. Yield: 41.1 g (63% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04966902
Source datasetuspto-grants-1990_10
ORD IDord-5b450b66a6ac46758fde4ef1f15d0cbf
Source noteuspto-grants-1990_10