Oxalic Acid → 6,7-Dichloro-5-methyl-quinoxalin-2,3-dione
Reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([Cl:9])=[C:4]([Cl:10])[C:3]=1[CH3:11].[C:12](O)(=[O:16])[C:13](O)=[O:14]>Cl>[Cl:10][C:4]1[C:5]([Cl:9])=[CH:6][C:7]2[C:2](=[N:1][C:12](=[O:16])[C:13](=[O:14])[N:8]=2)[C:3]=1[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2,3-diamino-5,6-dichlorotoluene (from step (c), 21.6 g, 0.137 mol) and oxalic acid (18.45 g, 0.206 mol) in hydrochloric acid (4M, 900 ml) was heated at reflux for 6 hours, cooled and filtered. The dark brown solid was suspended in diethyl ether, filtered and washed with more ether to give 6,7-dichloro-5-methyl-quinoxalin-2,3-dione (22.06 g, 66%).
Workup
- temperaturewas heated
- temperatureat reflux for 6 hours
- temperaturecooled
- filtrationfiltered
- filtrationfiltered
- washwashed with more ether
Sources & evidence
- ORD record
- ord-1b0eb02bf46947e5a92f3ba1ccdc77c7
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05852016
Reaction notes
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