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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453985Generated: October 29, 2026

6-Methoxy-7-(3-morpholinopropoxy)-4-phenoxyquinazoline → 6-Methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

https://huagongshe.com/reaction/453985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methoxy-7-(3-morpholinopropoxy)-4-phenoxyquinazolineHCID 11463573—
SolventHydrochloric AcidHCID 313—
Product6-Methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-oneHCID 13543711689.1%

Reaction Steps

6-Methoxy-7-(3-morpholinopropoxy)-4-phenoxyquinazoline (33.08 g, 84 mmol) was dissolved in 6M aqueous hydrochloric acid (800 ml) and heated at reflux for 1.5 hours. The reaction mixture was decanted and concentrated to 250 ml then basified (pH9) with saturated aqueous sodium hydrogen carbonate solution. The aqueous layer was extracted with dichloromethane (4×400 ml), the organic layer was separated and filtered through phase separating paper. The solid was triturated with ethyl acetate to give 6-methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one (23.9 g, 89%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492560B2
Source datasetuspto-grants-2013_07
ORD IDord-f0fa1caa6bff41718a0f07736d61b5dd
Source noteuspto-grants-2013_07