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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291338Generated: October 31, 2026

1-Phenylpiperazine → 3,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinone

https://huagongshe.com/reaction/1291338

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpiperazineHCID 7096—
Reactant4,4'-Bis(bromomethyl)benzophenoneHCID 2303924—
ReactantSodium hydroxide--water (1/1/1)HCID 23719242—
ReactantHCID 178424003HCID 178424003—
SolventDimethylformamideHCID 6228—
Product3,5-Dimethyl-2-[4-[4-(4-phenylpiperazinylmethyl)benzoyl]benzylthio]-4-(3H)-quinazolinoneHCID 1891932413.6%

Reaction Steps

A solution of 3,5-dimethyl-2-mercapto-4(3H)quinazolinone (1.03 g), 4,4'-bis (bromomethyl)benzophenone (1.75 g), phenylpiperazine (810 mg), and 1N-sodium hydroxide/water (5.5 ml) in DMF (35 ml) was stirred at 60° C. for 1 hour. This reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane: ethyl acetate: chloroform=4:1:1) and crystallized from isopropyl ether to provide the title compound as colorless solid (372 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-dcf868e8660447f697a6bd0b1b68183c
Source noteuspto-grants-1998_05