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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44902Generated: October 28, 2026

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

https://huagongshe.com/reaction/44902

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 numberUS08541450B2
Source datasetuspto-grants-2013_09
ORD IDord-ea79b23d79d04a57bcd85d8bc5c31064
Source noteuspto-grants-2013_09