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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162968Generated: October 29, 2026

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

https://huagongshe.com/reaction/1162968

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 numberUS07820815B2
Source datasetuspto-grants-2010_10
ORD IDord-5711f76a63cb4e48b984449845dc8aef
Source noteuspto-grants-2010_10