Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 255324Erstellt: 25. Oktober 2026

Ethyl oxoacetate → 6,7-Dimethoxyquinoxalin-2-ol

https://huagongshe.com/reaction/255324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl oxoacetateHCID 70211—
Edukt1,2-Dimethoxy-4,5-dinitrobenzeneHCID 222989—
KatalysatorPalladiumHCID 23938—
LösungsmittelAcetic acid ethanolHCID 18476134—
Produkt6,7-Dimethoxyquinoxalin-2-olHCID 1133321038,8%

Reaktionsschritte

A mixture of 1,2-dimethoxy-4,5-dinitrobenzene (5.7 g, 25.0 mmol) in ethanol/acetic acid (140 mL, 1:1) was hydrogenated over palladium on carbon (10%, 1 g) at normal pressure and room temperature for 3 hours, then filtered through a pad of celite. The filtrate containing the crude diamine was treated with ethyl oxoacetate (50 wt % in toluene, 10 mL, 50 mmol) and the reaction was stirred at room temperature overnight. The resulting precipitate was collected by filtration. This material was suspended in a mixture of methanol/dichloromethane and solvent was removed under reduced pressure to remove traces of acetic acid to give 2.0 g (38%) of product as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07875715B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-db5b4f65ef05466496b3d77ab48bf680
Quellennotizuspto-grants-2011_01