Oxalic acid dihydrate → 5,6-Dimethylquinoxaline-2,3-diol

HRID 565208Notes

Reaction equation

HRID 565208 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([NH2:9])[C:3]=1[NH2:10].O.O.[C:13](O)(=[O:17])[C:14](O)=[O:15]>Cl>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]2[C:3]=1[NH:10][C:13](=[O:17])[C:14](=[O:15])[NH:9]2

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 5210773,4-Dimethylbenzene-1,2-diamine

Product 1

HCID 6855815,6-Dimethylquinoxaline-2,3-diol

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 3,4-dimethyl-benzene-1,2-diamine (67.5 g, 496 mmol) in 5N HCl (250 mL) was added oxalic acid dihydrate (69.3 g, 550 mmol). The reaction mixture was heated to 100° C. under stirring. The reaction mixture was stirred for 8 hours and cooled to room temperature. The dark precipitate was filtered, washed, and dried.

Workup

  1. stirringThe reaction mixture was stirred for 8 hours
  2. temperaturecooled to room temperature
  3. filtrationThe dark precipitate was filtered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-17f758d794f04d80b8d1500a87be0bd7
Source dataset
uspto-grants-2001_01
Patent number
US06172065B2

Reaction notes

Loading…