19506-18-4 → 5,8-Quinoxalinedione

HRID 2308944Notes

Reaction equation

HRID 2308944 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-4af702b11afe44f886ccb056c9d49e3b
Source dataset
uspto-grants-1987_09
Patent number
US04692449

Reaction notes

Loading…