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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617129Generated: October 29, 2026

Acetic Acid → 4(1h)-Quinazolinone,2-[4-(2-chloroethoxy)phenyl]-2,3-dihydro-8-methoxy-3-(4-methoxyphenyl)-

https://huagongshe.com/reaction/617129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-(2-Chloroethoxy)benzaldehydeHCID 143156—
Reactant2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamideHCID 18174430—
SolventEthanolHCID 702—
Product4(1h)-Quinazolinone,2-[4-(2-chloroethoxy)phenyl]-2,3-dihydro-8-methoxy-3-(4-methoxyphenyl)-HCID 2185108180.5%

Reaction Steps

To a solution of 20.05 g (0.0736 mol) of 2-amino-N-(4-methoxy-phenyl)-3-methoxy-benzamide in 400 mL of ethanol was added 13.6 g (0.0736 mol) of p-(2-chloro-ethoxy)-benzaldehyde (Frinton Labs), and 10 mL of acetic acid. The reaction mixture was stirred and heated to a mild reflux overnight. After cooling to room temperature, the solvent was evaporated in a rotary evaporator. The residue was dissolved in 300 mL of ethyl acetate and washed with water (4×100 mL). The organic phase was removed, dried over magnesium sulfate, filtered and evaporated to dryness in a rotary evaporator. The residual oil was placed under the vacuum pump, which yielded 26.0 g (mp 122-124° C.) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05948775
Source datasetuspto-grants-1999_09
ORD IDord-3dd3a0e6e1824b0d834e0baa14bb7ca3
Source noteuspto-grants-1999_09