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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291241Generated: October 30, 2026

Sodium Hydroxide → 2-[4-(4-Chlorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinone

https://huagongshe.com/reaction/1291241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-(4-Chlorobenzoyl)benzyl bromideHCID 9839651—
ReactantHCID 178481666HCID 178481666—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-[4-(4-Chlorobenzoyl)benzyl]thio-3-methyl-4(3H)-quinazolinoneHCID 1891917058.9%

Reaction Steps

2-Mercapto-3-methyl-4(3H)-quinazolinone (1.0 g) as synthesized by the method described in Chemical Pharmaceutical Bulletin 17, 2357, 1969 and sodium hydroxide (250 mg) were dissolved in 50% ethanol (15 ml)-DMF (15 ml). To this solution was added 4-(4-chlorobenzoyl)benzyl bromide (1.8 g) and the mixtrue was stirred at room temperature for 1 hour. This-reaction mixture was poured in water and the resulting crystals were collected by filtration, rinsed with water and methanol, and recrystallized from ethyl acetate-methanol to provide the title compound as colorless solid (1.29 g). 1H-NMR (CDCl3) δ: 3.61(3H,s), 4.62(2H,s), 7.35-7.50(3H,m), 7.55-7.80(8H,m), 8.24(1H,d,J=8.OHz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-64266ba106d04c6997ca0b160668693a
Source noteuspto-grants-1998_05