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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617123Generated: October 25, 2026

Acetic Acid → 3-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-2-(4methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

https://huagongshe.com/reaction/617123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-MethoxybenzaldehydeHCID 31244—
Reactant2-Amino-N-[4-(2-chloro-ethoxy)-phenyl]-4-methoxy-benzamideHCID 21851086—
SolventEthanolHCID 702—
Product3-[4-(2-chloro-ethoxy)-phenyl]-7-methoxy-2-(4methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-oneHCID 21851080—

Reaction Steps

To a solution of 14.9 g (0.0465 mol) of 2-amino-N-[4-(2-chloro-ethoxy)-phenyl]-4-methoxy-benzamide in 300 mL of ethanol was added 5.6 mL (0.0465 mol) of p-anisaldehyde and 30 mL of acetic acid. The reaction mixture was stirred and heated under a mild reflux overnight. After cooling to room temperature, the solvent was evaporated in a rotary evaporator. After the addition of diethyl ether and petroleum ether, the oily residue was chilled on ice. The precipitate that formed was collected by vacuum filtration. An analytical sample (mp 157-158° C. was obtained by recrystallization from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05948775
Source datasetuspto-grants-1999_09
ORD IDord-9c27583fb6b6467e805c4b8479c0dfba
Source noteuspto-grants-1999_09