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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094732Generated: November 1, 2026

Methanol → Methyl 4-hydroxyquinazoline-6-carboxylate

https://huagongshe.com/reaction/1094732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Oxo-3,4-dihydroquinazoline-6-carboxylic acidHCID 135703881—
ProductMethyl 4-hydroxyquinazoline-6-carboxylateHCID 135742225—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 4-oxo-3,4-dihydroquinazoline-6-carboxylic acid (2.5 g, 13.15 mmol) in methanol (80 mL) was added thionyl chloride (2.5 mL) at 5° C. The mixture was refluxed at 80° C. over night. The reaction mixture was concentrated under vacuum and crude taken 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-dihydroquinazoline-6-carboxylate in 55% as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133998B2
Source datasetuspto-grants-2012_03
ORD IDord-82881cdbf81447fa8873b8d585c4e044
Source noteuspto-grants-2012_03