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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497735Generated: October 25, 2026

Methyl iodide → 1-(4-Methoxy-benzyl)-4-methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-one

https://huagongshe.com/reaction/1497735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant4-Methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-oneHCID 117601013—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-(4-Methoxy-benzyl)-4-methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-oneHCID 117600812—

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of 4-Methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-one (0.70 g, 2.9 mmol) in DMF (10 mL) is added 1-chloromethyl-4-methoxy-benzene and Cs2CO3 (1.92 g, 5.9 mmol). After the addition the mixture is stirred at −20° C. for 1 h. Then CH3I (2.6 g, 18 mmol) is added dropwise. After the addition the mixture is heated to refluxed overnight. H2O is then added and the mixture extracted with EtOAc which is dried over Na2SO4 and concentrated. The residue is purified by chromatography on silica gel to give product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199988B2
Source datasetuspto-grants-2015_12
ORD IDord-6c60a7ff844940e3b95f988f98bd70fa
Source noteuspto-grants-2015_12