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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388484Generated: October 29, 2026

Diphosgene → 3-[1-(4-chloro-phenyl)-ethyl]-1H-quinazoline-2,4-dione

https://huagongshe.com/reaction/388484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
ReactantSodium HydroxideHCID 14798—
Reactant2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamideHCID 17443513—
SolventTetrahydrofuranHCID 8028—
Product3-[1-(4-chloro-phenyl)-ethyl]-1H-quinazoline-2,4-dioneHCID 68743777166.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 2-amino-N-[1-(4-chloro-phenyl)-ethyl]-benzamide (115 mg, 0.42 mmol) in THF (30 mL) is added trichloromethyl chloroformate (50 mg, 0.25 mmol). The mixture is stirred at 90° C. for 4 hours. The reaction mixture is allowed to cool to room temperature, neutralizes with 1M NaOH aq. The reaction mixture is extracted with EtOAc (50 mL×3). The organic layer is dried over sodium sulfate and is concentrated to give the desired 3-[1-(4-chloro-phenyl)-ethyl]-1H-quinazoline-2,4-dione (125 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-386acfff279e44338a8fec0676a6eb86
Source noteuspto-grants-2013_02