Hydrochloric Acid → HCID 136092328, compound

HRID 1781057Notes

Reaction equation

HRID 1781057 reaction equation
C([O:4][C:5]1[C:6]2[C:11]([CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16])=[N:10][C:9](=[O:19])[C:8](=[O:20])[N:7]=2)(=O)C.[OH-].[Na+].Cl>O>[OH:4][C:5]1[C:6]2[C:11]([CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16])=[N:10][C:9](=[O:19])[C:8](=[O:20])[N:7]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21189949HCID 21189949, compound

Product 1

HCID 136092328HCID 136092328, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Acetyloxy-6,7-dimethoxy-2,3-quinoxalinedione (47) (30 mg, 0.107 mmol) was added to a single-necked 15-mL flask. Sodium hydroxide aqueous solution (2N, 1 mL) was added to the flask under nitrogen with stirring. The solution was then stirred at room temperature for 24 h. The solution was diluted with water (3 mL) and then acidified with HCl (4N, 1 mL) to pH=2 to give a brown solid, which was collected by filtration and dried in vacuo, giving 23 mg (86%) of the title compound; mp 285°-286° C. (dec); 1H NMR (DMSO-d6, 300 MHz) δ3.688 (s, 3H), 3.694 (s, 3H), 6.227 (s, 1H), 9.769 (s, 1H), 11.016 (s, 1H), 11.658 (s, 1H). EIMS m/e 238 (100, M+), HPLC purity>96%.

Workup

  1. stirringThe solution was then stirred at room temperature for 24 h
  2. customto give a brown solid, which
  3. filtrationwas collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-d3fd1de3a9bf4946b30dced194907e14
Source dataset
uspto-grants-1997_05
Patent number
US05631373

Reaction notes

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