5,8-Quinoxalinediol → 5,8-Quinoxalinedione
Reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[N:4]=[CH:5][CH:6]=[N:7]2>O1CCOCC1.[Ag]=O>[N:4]1[C:3]2[C:2](=[O:1])[CH:11]=[CH:10][C:9](=[O:12])[C:8]=2[N:7]=[CH:6][CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A 9.2 g portion of 5,8-dihydroxyquinoxaline in 300 ml of p-dioxane was heated at reflux with 16.2 g of silver oxide for 6 hours. The mixture was cooled, then filtered and the filtrate concentrated in vacuo. The residue was slurried with 75 ml of acetone, cooled and the solid collected, washed with acetone and dried, giving 8.0 g of the desired product, mp 172°-173° C.
Workup
- temperatureThe mixture was cooled
- filtrationfiltered
- concentrationthe filtrate concentrated in vacuo
- temperaturecooled
- customthe solid collected
- washwashed with acetone
- customdried
Sources & evidence
- ORD record
- ord-4af702b11afe44f886ccb056c9d49e3b
- Source dataset
- uspto-grants-1987_09
- Patent number
- US04692449
Reaction notes
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