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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449244Generated: October 26, 2026

Methanol → Methyl quinoline-6-carboxylate

https://huagongshe.com/reaction/449244

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 numberUS08481739B2
Source datasetuspto-grants-2013_07
ORD IDord-ec3613bb85b24e36809e4d5e4b97f0b8
Source noteuspto-grants-2013_07