Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291242Generated: October 31, 2026

Dimethylformamide → 2-[4-(4-Fluorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinone

https://huagongshe.com/reaction/1291242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
Reactant4-(4-Fluorobenzoyl)benzyl bromideHCID 4729013—
ReactantHCID 178481666HCID 178481666—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-[4-(4-Fluorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinoneHCID 1891907587.9%

Reaction Steps

To a solution of 2-mercapto-3-methyl-4(3H)-quinazolinone (1.0 g) and sodium hydroxide (250 mg) in 50% ethanol (15 ml)-DMF (15 ml) was added 4-(4-fluorobenzoyl)benzyl bromide (1.55 g) and the mixture was stirred at room temperature for 1 hour. This reaction mixtrue was poured in water and the resulting crystals were collected by filtration, rinsed with water and methanol, and recrystallized from methanol to provide the title compound as colorless solid (1.85 g). 1H-NMR (CDCl3) δ: 3.61(3H,s), 4.62(2H,s), 7.15(2H,t,J=8.6Hz), 7.40(1H,dt,J=8.2&1.4Hz), 7.58-7.90(8H,m), 8.23(1H,dd,J=8.0&1.4Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-aa260650974f4bf09cce6f31b5886aae
Source noteuspto-grants-1998_05