Diethyl Oxalate → Methyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate
Reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH2:11])[CH:5]=1.C([O:15][C:16](=O)[C:17](OCC)=[O:18])C>>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]2[C:7](=[CH:8][CH:9]=1)[NH:10][C:16](=[O:15])[C:17](=[O:18])[NH:11]2)=[O:12]Participants
3
Conditions
- Temperature
- 23 °C
Procedure
A mixture of methyl-3,4-diaminobenzoate (4.5 g) in diethyloxalate (50 mL) was heated at reflux for three hrs. After cooling to 23° C., the solid was isolated by filtration, affording 2,3-dioxo-1,2,3,4-tetrahydro-quinoxaline-6-carboxylic acid methyl ester as a light yellow solid. MS (M−H)−=219.1.
Workup
- temperaturewas heated
- temperatureat reflux for three hrs
- customthe solid was isolated by filtration
Sources & evidence
- ORD record
- ord-cec1be3dd0604c3991de92514d48098e
- Source dataset
- uspto-grants-2007_04
- Patent number
- US07202245B2
Reaction notes
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