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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975320Generated: October 26, 2026

Dimethylformamide → 5-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/975320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant6-(Methoxycarbonyl)pyridine-3-carboxylic acidHCID 579631—
SolventTolueneHCID 1140—
Product5-Chlorocarbonyl-pyridine-2-carboxylic acid methyl esterHCID 15121177—

Reaction Conditions

Temperature70 °C

Reaction Steps

14.5 g (80 mmol) of 2-methoxycarbonylpyridine-5-carboxylic acid are treated with 6.48 ml of thionyl chloride and 2 ml of anhydrous N,N-dimethylformamide in 200 ml of anhydrous toluene. The mixture is heated at 70° C. for 3 h with stirring. It is then concentrated in vacuo and the residue is dissolved in 150 ml of tetrahydrofuran.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607954
Source datasetuspto-grants-1997_03
ORD IDord-b7ff8f5cd07e44dab300a97985b59738
Source noteuspto-grants-1997_03