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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1112262Generated: October 31, 2026

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

https://huagongshe.com/reaction/1112262

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 2 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 numberUS04120962
Source datasetuspto-grants-1978_10
ORD IDord-47ae63be5b4b407caf9407e80b42ea23
Source noteuspto-grants-1978_10