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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357690Generated: November 2, 2026

Acetic Acid → 7-Benzyloxy-6-methoxy-3H-quinazolin-4-one

https://huagongshe.com/reaction/1357690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium AcetateHCID 517045—
ReactantGold's ReagentHCID 11008255—
Reactant2-Amino-4-(benzyloxy)-5-methoxybenzamideHCID 12471480—
Solvent1,4-DioxaneHCID 31275—
Product7-Benzyloxy-6-methoxy-3H-quinazolin-4-oneHCID 13540471884%

Reaction Steps

A mixture of 2-amino-4-benzyloxy-5-methoxybenzamide (J. Med. Chem. 1977, vol 20, 146-149, 10 g) and Gold's reagent (7.4 g) in dioxane (100 ml) was stirred and heated at reflux for 24 hours. Sodium acetate (3.02 g) and acetic acid (1.65 ml) were added to the reaction mixture and it was heated for a further 3 hours. The mixture was evaporated to dryness, water was added to the residue and the solid was filtered off, washed with water and dried. Recrystallization from acetic acid gave 7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one (8.7 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593333B1
Source datasetuspto-grants-2003_07
ORD IDord-661e8571f79642a4ad30913188935f6f
Source noteuspto-grants-2003_07