19506-18-4 → 5,8-Quinoxalinedione

HRID 1252083Notes

Reaction equation

HRID 1252083 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]=1

Participants

4

Reactant 1

HCID 13569739619506-18-4

Product 1

HCID 113556455,8-Quinoxalinedione

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 312751,4-DioxaneSolvent

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

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated in vacuo
  4. temperaturecooled
  5. customthe solid collected
  6. washwashed with acetone
  7. customdried

Sources & evidence

ORD record
ord-d38d3185f92b4208ba6d32250e9b5c1b
Source dataset
uspto-grants-1988_05
Patent number
US04742059

Reaction notes

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