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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334187Generated: October 30, 2026

Sodium Hydroxide → 3-Pyridinecarbonitrile, 2-(chloromethyl)-

https://huagongshe.com/reaction/334187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-(Hydroxymethyl)pyridine-3-carboxamideHCID 13929518—
SolventWaterHCID 962—
Product3-Pyridinecarbonitrile, 2-(chloromethyl)-HCID 46911834—

Reaction Steps

165.5 g (0.98 mol) of 2-hydroxymethyl-3-pyridinecarboxamide are heated together with 270 ml of phosphorus oxychloride to 90-100° C. for 1 hour. The reaction mixture is cooled to room temperature and subsequently added dropwise to approx. 800 ml of water at 50-60° C. After the phosphorus oxychloride has been hydrolyzed, the mixture is neutralized with sodium hydroxide solution with cooling, in the course of which the product precipitates out. It is filtered off, washed with 300 ml of water and subsequently dried at 35-40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883805B2
Source datasetuspto-grants-2014_11
ORD IDord-c75d40948f044a8ea262c3a459630d0a
Source noteuspto-grants-2014_11