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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404763Generated: October 30, 2026

Methanol → Methyl quinoline-6-carboxylate

https://huagongshe.com/reaction/1404763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant6-Quinolinecarboxylic acidHCID 82571—
ProductMethyl quinoline-6-carboxylateHCID 73681275%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of quinoline-6-carboxylic acid (183 g, 1.06 mol) in methanol (1 lit.), thionyl chloride (150.7 g, 1.2 mol) was added dropwise at 0° C. and then stirred at 65° C. for 12 h. The reaction mixture was concentrated and to the residue dichloromethane and aqueous sodium carbonate solutions were added. The organic layer was dried with sodium sulphate and concentrated to afford the title compound as a brown solid (150 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912331B2
Source datasetuspto-grants-2014_12
ORD IDord-0b6c5364aa5c486aaf19a439b57a2f20
Source noteuspto-grants-2014_12