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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274461Generated: October 26, 2026

2,3-Diaminonaphthalene → Benzo(g)quinoxalin-2(1H)-one, 3-(3,4-dihydroxy-5-nitrophenyl)-

https://huagongshe.com/reaction/274461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DiaminonaphthaleneHCID 69872—
ReactantBenzeneacetic acid, 3,4-dihydroxy-5-nitro-alpha-oxo-, hexyl esterHCID 5747978—
SolventMethanolHCID 887—
Solvent1-HexanolHCID 8103—
ProductBenzo(g)quinoxalin-2(1H)-one, 3-(3,4-dihydroxy-5-nitrophenyl)-HCID 135624013—

Reaction Steps

A solution of 1.07 g of n-hexyl 3,4-dihydroxy-5-nitrophenylglyoxylate and 696.3 mg of 2,3-diaminonaphthalene in 3 ml of 1-hexanol is heated to boiling under reflux for 3 hours. The reaction mixture is then cooled and diluted with methanol. The crude product is filtered under suction and recrystallized from N,N-dimethylformamide/water. There is obtained 3-(3,4-dihydroxy-5-nitrophenyl)-benzo[g]quinoxalin-2(1H)-one of m.p. >300°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389653
Source datasetuspto-grants-1995_02
ORD IDord-fde2b8f971464dcc93763b04fea1b822
Source noteuspto-grants-1995_02