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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474369Generated: October 29, 2026

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

https://huagongshe.com/reaction/474369

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) 2-hydroxymethyl-3-pyridinecarboxamide are heated together with 270 ml of phosphorus oxychloride for 1 hour at 90-100° C. The reaction mixture is cooled to ambient temperature and then added dropwise to about 800 ml of water at a temperature of 50-60° C. After hydrolysis of the phosphorus oxychloride the mixture is neutralised while being cooled with sodium hydroxide solution, whereupon the product is precipitated. It is filtered off, washed with 300 ml of water and then dried at 35-40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637530B2
Source datasetuspto-grants-2014_01
ORD IDord-a710b523c88e4be89340c28580cd89a6
Source noteuspto-grants-2014_01