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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495676Generated: October 29, 2026

Pyridine → 1-(Pyridin-4-yl)pyridin-1-ium chloride--hydrogen chloride (1/1/1)

https://huagongshe.com/reaction/495676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
SolventEthyl AcetateHCID 8857—
Product1-(Pyridin-4-yl)pyridin-1-ium chloride--hydrogen chloride (1/1/1)HCID 79461—

Reaction Steps

In another aspect, the present invention is directed to an improved process for producing 4-dimethyl amino pyridine that provides for the recovery of ethyl acetate during salt formation and recycling the ethyl acetate. The process comprises quaternizing pyridine with thionyl chloride in presence of recovered ethyl acetate to provide N-[4-pyridyl]pyridinium chloride hydrochloride and then aminating the resulting salt with N,N-dimethyl formamide. The resulting reaction mass is hydrolysed in presence of a base, extracted with an aromatic solvent, such as benzene, and distilled under vacuum employing a fractionating column to give 4-dimethyl amino pyridine with the desired quality and yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939972B2
Source datasetuspto-grants-2005_09
ORD IDord-0e5a626de4c7433c9eba9220bb5e21a6
Source noteuspto-grants-2005_09