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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496892Generated: October 30, 2026

Phosgene → 3-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-6-methoxy-2,4(1H,3H)-quinazolinedione

https://huagongshe.com/reaction/496892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-N-{2-[4-(3,4-dichlorophenoxy)-1-piperidinyl]ethyl}-5-methoxybenzamideHCID 22322233—
SolventTolueneHCID 1140—
Product3-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-6-methoxy-2,4(1H,3H)-quinazolinedioneHCID 22322384—

Reaction Steps

The product of step (i) above was dissolved in toluene (10 ml). A solution of phosgene 2.0 M in toluene (10 ml) was added, the solution heated under reflux for 1 hour and cooled. Ethyl acetate and aqueous NaHCO3 solution were added, the organic phase separated, dried and concentrated to leave a residue which was purified by chromatography (dichloromethane:methanol, 95:5). The titled product was obtained as a solid (0.11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06946478B2
Source datasetuspto-grants-2005_09
ORD IDord-0aee52b8baa14e5798f4d5458a8dace4
Source noteuspto-grants-2005_09