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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 863503Erstellt: 25. Oktober 2026

Atrolactic acid → 2-(6-Nitro-2,3-dioxo-1,2,3,4,7,8,9,10-octahydrobenzo[f]quinoxaline-9-ylcarbamoyl)ethyl-(4-hydroxy)benzene

https://huagongshe.com/reaction/863503

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAtrolactic acidHCID 1303—
EduktTetrahydrofuranHCID 8028—
EduktTriethylamineHCID 8471—
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
Edukt9-Amino-6-nitro-1,4,7,8,9,10-hexahydro-benzo[f]quinoxaline-2,3-dioneHCID 19696204—
Produkt2-(6-Nitro-2,3-dioxo-1,2,3,4,7,8,9,10-octahydrobenzo[f]quinoxaline-9-ylcarbamoyl)ethyl-(4-hydroxy)benzeneHCID 19696148—

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Hydroxyphenylpropionic acid (0.17 g, 1 mmol) and carbonyldiimidazole (0.16 g, 1 mmol) in 5 mL tetrahydrofuran were stirred at reflux for 15 min. The mixture was added to the starting amine (example 15, 0.15 g, 0.5 mmol) and heated at 60° C. for 30 min. Triethylamine (0.1 g) was added and the mixture heated an additional 5 h. The solvent was removed by rotoevaporation, and the residue suspended in tetrahydrofuran. The solid was collected by filtration and dried. CI MS m/e (M+1) 425. H-NMR (400 MHz, dmso) 1H, s, 12.1; 1H, s, 11.45; 5 Ar H, 8.0-6.6 including 1H, s, 7.65; 1H, m, 4.1; +other ring protons.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05721234
Quelldatensatzuspto-grants-1998_02
ORD IDord-d3fc66527be948aeb22bf31150c635e9
Quellennotizuspto-grants-1998_02