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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732452Generated: October 29, 2026

Ethanol → Ethyl 2-chloro-6-methoxyisonicotinate

https://huagongshe.com/reaction/732452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Chloro-6-methoxypyridine-4-carboxylic acidHCID 2782124—
ProductEthyl 2-chloro-6-methoxyisonicotinateHCID 1361198998%

Reaction Conditions

Temperature70 °C

Reaction Steps

Treat an ethanol suspension of 2-chloro-6-methoxy-isonicotinic acid (3.75 g, 20 mmol) at 0° C. with thionyl chloride for 30 min. Heat at 70° C. overnight. Cool to room temperature, concentrate, dissolve the residue in ethyl acetate (200 mL), wash the organic layer with saturated aqueous sodium bicarbonate solution, saturated aqueous sodium chloride solution, dry (magnesium sulfate) and concentrate to give the title compound (4.2 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-a76f3d3fe3ea482eab15a4540b5befc3
Source noteuspto-grants-2009_09