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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606492Generated: October 30, 2026

Citric Acid → Ethyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylate

https://huagongshe.com/reaction/606492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetateHCID 66769061—
SolventEthanolHCID 702—
ProductEthyl 6-amino-4-oxo-3,4-dihydro-2-quinazolinecarboxylateHCID 13605446240.6%

Reaction Steps

To a solution of ethyl {[4-amino-2-(aminocarbonyl)phenyl]amino}(oxo)acetate (1.96 g) in a mixed solvent of THF (60 ml)-ethanol (30 mL) was added dropwise sodium ethylate (20% ethanol solution, 2.82 g), and the mixture was stirred at room temperature for 12 hr. 10% Aqueous citric acid solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried and concentrated, and the obtained crude crystals were washed with diisopropyl ether to give the title compound (738 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915267B2
Source datasetuspto-grants-2011_03
ORD IDord-fa8d502dcf6842908625bd78cd5d047a
Source noteuspto-grants-2011_03