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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442220Generated: October 27, 2026

Diethyl Oxalate → Ethyl benzo[g]quinazolin-4(3H)-one-2-carboxylate

https://huagongshe.com/reaction/442220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl OxalateHCID 7268—
ReactantSodium MethoxideHCID 10942334—
Reactant3-aMino-2-naphthaMideHCID 12471477—
ProductEthyl benzo[g]quinazolin-4(3H)-one-2-carboxylateHCID 13596151079%

Reaction Steps

Diethyl oxalate (2.35 g., 16.1 millimoles), sodium methoxide (10 mg) and 2-aminonaphthalene-3-carboxamide (1.50 g., 8.05 millimoles) are mixed together and heated at reflux for two days. The mixture is then cooled in an ice bath and the brown precipitate recovered by filtration. It is recrystallized from ethanol to give 1.76 g. (79% yield) of the desired ester. M.P. 240°-242° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04044134
Source datasetuspto-grants-1977_08
ORD IDord-d287f2122eb64eb7a2dc12855beccfa1
Source noteuspto-grants-1977_08