Diethyl Oxalate → Ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate

HRID 1405491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1405491
[NH2:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[NH2:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:14](OCC)(=[O:20])[C:15](OCC)=[O:16]>>[O:16]=[C:15]1[C:14](=[O:20])[NH:1][C:2]2[C:12](=[CH:11][CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]=2)[NH:13]1

Komponenten

3

Edukt 2

HCID 7268Diethyl OxalateHCID 458855Ethyl 3,4-Diaminobenzoate

Produkt 1

HCID 67042124Ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

Into a 250-mL round-bottom flask, was placed a solution of ethyl 3,4-diaminobenzoate (5 g, 27.75 mmol, 1.00 equiv) in diethyl oxalate (100 mL). The resulting solution was stirred overnight at 140° C. in an oil bath. Then the resulting solution was cooled to room temperature. The solids were collected by filtration. The solid was dried in an oven under reduced pressure. This resulted in 3.5 g (54%) of ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate as a brown solid.

Aufarbeitung

  1. customInto a 250-mL round-bottom flask, was placed
  2. temperatureThen the resulting solution was cooled to room temperature
  3. filtrationThe solids were collected by filtration
  4. customThe solid was dried in an oven under reduced pressure
  5. customThis resulted in 3.5 g (54%) of ethyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate as a brown solid

Quellen und Nachweise

ORD-Eintrag
ord-100a6f63f2a349aea71a91bfad8a52a7
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916560B2

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