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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513746Generated: October 25, 2026

Glyoxal → Quinoxaline, 5-nitro-

https://huagongshe.com/reaction/513746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlyoxalHCID 7860—
Reactant3-Nitro-1,2-phenylenediamineHCID 4359525—
SolventEthanolHCID 702—
ProductQuinoxaline, 5-nitro-HCID 9751297.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

Oxaldehyde (40% in water; 1.43 ml, 31.3 mmol) was added to a solution of 3-nitro-o-phenylene-diamine (600 mg, 3.9 mmol) in EtOH (15 ml) and the mixture was heated at 85° C. for 2 h. The solvent was removed in vacuo, the residue was diluted in water and the aqueous phase was extracted with DCM. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent to give the title compound (666 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-aa1fa3bc74884eecb8bf344e5a373036
Source noteuspto-grants-2015_08