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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789074Generated: October 31, 2026

Ethanol → Ethyl 10-ethoxy-5-hydroxy-9-methoxycarbonylbenzo[alpha]-phenazine-6-carboxylate

https://huagongshe.com/reaction/1789074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethyl 4,5-diamino-2-ethoxybenzoateHCID 13913221—
ReactantHCID 178470044HCID 178470044—
SolventDimethylformamideHCID 6228—
ProductEthyl 10-ethoxy-5-hydroxy-9-methoxycarbonylbenzo[alpha]-phenazine-6-carboxylateHCID 137175504—

Reaction Steps

To a solution of 895 mg of ethyl 3-hydroxy-1,4-dihydro1,4-dioxo-2-naphthoate in 10 ml of N,N-dimethylformamide was added 620 mg of N,N'-carbonyldiimidazole, and the mixture was stirred at room temperature for 2 hours. To the mixture was added the crude methyl 4,5-diamino-2-ethoxybenzoate in 10 ml of N,N-dimethyl-formamide under ice cooling, and the mixture was stirred at room temperature overnight. To the reaction solution was added 200 ml of ethanol, and then the resulting precipitate was collected by filtration and recrystallized from chloroform - ethanol to give the title compound, m.p. 270°-273° C., yield of 531 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04686292
Source datasetuspto-grants-1987_08
ORD IDord-891c1c61ec8840a4be4dcb49b477b3d6
Source noteuspto-grants-1987_08