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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291271Generated: October 30, 2026

Tetrahydrofuran → 2-[4-(4-Fluorobenzoyl)benzylthio]-3,5-dimethyl-quinazolin-4-one

https://huagongshe.com/reaction/1291271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant4-(4-Fluorobenzoyl)benzyl bromideHCID 4729013—
ReactantHCID 178424003HCID 178424003—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2-[4-(4-Fluorobenzoyl)benzylthio]-3,5-dimethyl-quinazolin-4-oneHCID 1891934572%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-mercapto-3,5-dimethylquinazolin-4-one (0.492 g) as obtained in Reference Example 18-in ethanol (10.0 ml)-THF (10.0 ml) was added 1N-sodium hydroxide (2.50 ml). Then, 4-(4-fluorobenzoyl)benzyl bromide (0.700 g) was added and the mixture was stirred at 60° C. for 3.5 hours. This reaction mixture was diluted with ethyl acetate and washed with saturated aqueous NaCl solution and the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to provide the title compound as colorless needles (0.717 g, yield 72%). 1H-NMR (CDCl3) δ: 2.85(3H,s), 3.55(3H,s), 4.60(2H,s), 7.10-7.20(3H,m), 7.46-7.63(4H,m), 7.72-7.87(4H,m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-9016e0357b644b1f97896df44b913a0e
Source noteuspto-grants-1998_05