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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259137Generated: October 31, 2026

Sodium Cyanide → HCID 66875713, compound

https://huagongshe.com/reaction/1259137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant3-Chloro-5-(chloromethyl)-2-pyridinecarbonitrileHCID 66875300—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 66875713HCID 66875713—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 3-chloro-5-(chloromethyl)picolinonitrile (from the previous step) in DMSO (0.2 M) was added sodium cyanide (1.25 eq). The reaction mixture was heated at 130° C. under microwave irradiation. The reaction mixture taken up in water and EtOAc, and extracted with EtOAc. Organic phases were dried over anhydrous Na2SO4, and concentrated. Flash chromatography (silica gel, 20-50% EtOAc in hexanes) of the crude afforded 3-chloro-5-(cyanomethyl)picolinonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466167B2
Source datasetuspto-grants-2013_06
ORD IDord-b28a9f5c4802408397f92ea99ab53e75
Source noteuspto-grants-2013_06