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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050860Generated: October 31, 2026

Thionyl Chloride → 4-Ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonyl chloride

https://huagongshe.com/reaction/1050860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acidHCID 58535097—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
Product4-Ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonyl chlorideHCID 86667505100%

Reaction Steps

A solution of Example B1 (35 g, 126 mmol) in toluene (400 mL) was treated with SOCl2 (120 g, 1.01 mol) and one drop of DMF, and was heated to reflux for 2 h. The mixture was concentrated in vacuo to afford 4-ethoxy-1-(4-fluoro-phenyl)-2-oxo-1,2-dihydro-pyridine-3-carbonyl chloride (33.5 g, 100% yield). The residue was carried into the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09387202B2
Source datasetuspto-grants-2016_07
ORD IDord-d207e001abef412ca0f3d7926fdd3990
Source noteuspto-grants-2016_07