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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227230Generated: October 27, 2026

Thionyl Chloride → 7-(Benzyloxy)-4-chloro-6-methoxyquinazoline

https://huagongshe.com/reaction/227230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant7-Benzyloxy-6-methoxy-3H-quinazolin-4-oneHCID 135404718—
CatalystDimethylformamideHCID 6228—
Product7-(Benzyloxy)-4-chloro-6-methoxyquinazolineHCID 10661998—

Reaction Steps

A mixture of 7-benzyloxy-6-methoxy-4-quinazolinone (1 g, 3.5 mmol, from Step D), thionyl chloride (5 mL) and DMF (5 drops) was heated at reflux for 4 h. After cooling excess thionyl chloride was removed by evaporation and the residue azeotroped with toluene to afford the intermediate, 4-chloro-6-methoxy-7-benzyloxyquinazoline, as a yellow solid (652 mg, 62%). MS(ES) 301 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560461B2
Source datasetuspto-grants-2009_07
ORD IDord-58fc0ca12d7c4a16b3284286a8dc16f0
Source noteuspto-grants-2009_07