Acetic Acid → HCID 66746556, compound

HRID 1019987Notes

Reaction equation

HRID 1019987 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[C:14]([O:15][CH3:16])=[C:13]2[C:8]([NH:9][CH2:10][C:11](=[O:17])[NH:12]2)=[CH:7][CH:6]=1.OO.C(O)(=O)C>O>[CH3:3][O:4][C:5]1[C:14]([O:15][CH3:16])=[C:13]2[C:8]([N:9]=[CH:10][C:11](=[O:17])[NH:12]2)=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 66747578HCID 66747578, compound

Product 1

HCID 66746556HCID 66746556, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (0.18 g, 4.42 mmol, 2.0 eq) is added at room temperature to a stirred solution of 7,8-dimethoxy-3,4-dihydro-1H-quinoxalin-2-one (0.46 g, 2.21 mmol, 1.0 eq) in water (5 mL), followed by 3% hydrogen peroxide (5 mL, 14.69 mmol, 6.65 eq). The reaction mixture is heated under reflux for 3 hours, then acidified with acetic acid to pH 5. The precipitate is collected by filtration, dried under vacuum to afford 7,8-dimethoxy-quinoxalin-2-one as a brown solid (0.3 g, 65% yield).

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 3 hours
  3. filtrationThe precipitate is collected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-92d6ad34c85f4b54919d0c6cc6777208
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Reaction notes

Loading…