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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094729Generated: October 27, 2026

Methanol → methyl 4-oxo-3,4-dihydroquinazoline-7-carboxylate

https://huagongshe.com/reaction/1094729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Oxo-3,4-dihydroquinazoline-7-carboxylic acidHCID 135483588—
Productmethyl 4-oxo-3,4-dihydroquinazoline-7-carboxylateHCID 13548148770%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-oxo-3,4-dihydroquinazoline-7-carboxylic acid (2.5 g, 13.15 mmol) in 80 mL of methanol was added thionyl chloride (2.5 mL) at 5° C. and then refluxed at 80° C. over night. The reaction mixture was concentrated under vacuum and the residue dissolved in ethyl acetate. The organic layer was washed with 10% aqueous NaHCO3, water, brine and dried. The solvent was removed to give methyl 4-oxo-3,4-dihydroquinazoline7-carboxylate in 70% yield as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133998B2
Source datasetuspto-grants-2012_03
ORD IDord-0a1d9585bb244b4c98c9a46503e503e7
Source noteuspto-grants-2012_03