Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640004Generated: October 29, 2026

Dimethylformamide → 7-(Benzyloxy)-4-chloroquinazoline

https://huagongshe.com/reaction/640004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant7-(Benzyloxy)-3,4-dihydroquinazolin-4-oneHCID 135763110—
Product7-(Benzyloxy)-4-chloroquinazolineHCID 2203092390%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 7-(benzyloxy)quinazolin-4(3H)-one (5.0 g, 19.8 mmol) in thionyl chloride (40 ml) containing a catalytic amount of dimethylformamide was heated at 90° C. for 2 hours. The solvent was concentrated in vacuo and the oily residue co-evaporated with toluene (2×100 ml) to leave a yellow solid which was triturated with diethyl ether to yield 7-(benzyloxy)4-chloroquinazoline (4.79 g, 90% yield) as a pale yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691867B2
Source datasetuspto-grants-2010_04
ORD IDord-de0a66b5d15546f1b4fa21bd5e347510
Source noteuspto-grants-2010_04