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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454174Generated: October 30, 2026

Thionyl Chloride → 4-Chloro-6-methoxy-7-(2-piperidinoethoxy)quinazoline hydrochloride

https://huagongshe.com/reaction/454174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant6-Methoxy-7-(2-piperidinoethoxy)-3,4-dihydroquinazolin-4-oneHCID 135542437—
CatalystDimethylformamideHCID 6228—
Product4-Chloro-6-methoxy-7-(2-piperidinoethoxy)quinazoline hydrochlorideHCID 22030810—

Reaction Steps

A mixture of 6-methoxy-7-(2-piperidinoethoxy)-3,4-dihydroquinazolin-4-one (440 mg, 1.45 mmol), thionyl chloride (15 ml) and DMF (3 drops) was heated at reflux for 3 hours then allowed to cool. The excess thionyl chloride was removed by evaporation and the residue was azeotroped with toluene to give a crude 4-chloro-6-methoxy-7-(2-piperidinoethoxy)quinazoline hydrochloride (640 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-343284f0423d400c8a07d8785209e86f
Source noteuspto-grants-2013_07