Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202591Generated: October 31, 2026

Thionyl Chloride → 4-(Chloromethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/2202591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(Hydroxymethyl)pyridine-2-carbonitrileHCID 10725391—
SolventTolueneHCID 1140—
Product4-(Chloromethyl)pyridine-2-carbonitrileHCID 20390611—

Reaction Steps

In toluene, 4-hydroxymethylpyridine-2-carbonitrile (111 mg, 0.83 mmol) synthesized in Production Example 87 was dissolved, and thionyl chloride (73 μL) was added thereto. The mixture was refluxed for 30 minutes. Thereafter, the mixture was allowed to cool down to a room temperature and stirred for one hour. After the completion of the reaction was confirmed by HPLC, the solvent was distilled off. The resulting residue was used for the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365553B2
Source datasetuspto-grants-2016_06
ORD IDord-b6fdd5c5857a43928446d3bcc2b89ac5
Source noteuspto-grants-2016_06