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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295740Generated: October 30, 2026

3-Hydroxybenzaldehyde → 2-Chloroquinazolin-4(3H)-one

https://huagongshe.com/reaction/1295740

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
Reactant2-ChloropyrimidineHCID 74404—
ReactantDiisopropylethylamineHCID 81531—
SolventEthyl AcetateHCID 8857—
Product2-Chloroquinazolin-4(3H)-oneHCID 13544323254.8%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 3-hydroxybenzaldehyde (2.00 g, 16.38 mmol), 2-chloropyrimidine (1.88 g, 16.38 mmol) and iPr2NEt (5.71 mL, 32.75 mmol), under N2 atmosphere was heated at 105° C. for 24 h. The reaction mixture was allowed to cool to room temperature. The crude was subjected to column chromatography (silica gel, 20% EtOAc in hexanes) to furnish 1.62 g of the desired aryl ether (1) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244738B2
Source datasetuspto-grants-2007_07
ORD IDord-d571463cc058402892e08dad215deb4e
Source noteuspto-grants-2007_07