Sulfuric Acid → HCID 13323144, compound

HRID 2198504Notes

Reaction equation

HRID 2198504 reaction equation
S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].[Cl:13][C:14]1[CH:23]=[N:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:24])[CH:20]=2)[N:15]=1.S(=O)(=O)(O)[OH:26].C(=O)(O)[O-].[Na+]>>[Cl:13][C:14]1[CH:23]=[N:22][C:21]2[C:16](=[CH:17][CH:18]=[C:19]([Cl:24])[CH:20]=2)[N+:15]=1[O-:26]

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 24412Potassium PersulfateHCID 877482,6-DichloroquinoxalineHCID 516892Sodium Bicarbonate

Product 1

HCID 13323144HCID 13323144, compound

Procedure

Potassium persulfate (7.42 g) was slowly added to a stirred mixture of 2,6-dichloroquinoxaline (5.0 g) and concentrated sulfuric acid (25 ml) at a temperature of 10° C. On completion of the addition the mixture was allowed to warm to room temperature and the mixture was stirred for a further 24 hours. The mixture was poured into ice-water (400 ml), neutralized with aqueous sodium bicarbonate and the mixture was extracted with dichloromethane. The organic extract was washed with brine, dried (over anhydrous sodium sulfate) and the solvent was removed by distillation under reduced pressure. The residue was crystallised from ethanol to give 2,6-dichloroquinoxaline-1-oxide as brown needles, mp 185° C.

Workup

  1. additionOn completion of the addition the mixture
  2. extractionthe mixture was extracted with dichloromethane
  3. extractionThe organic extract
  4. washwas washed with brine
  5. dry with materialdried (over anhydrous sodium sulfate)
  6. customthe solvent was removed by distillation under reduced pressure
  7. customThe residue was crystallised from ethanol

Sources & evidence

ORD record
ord-07bf5816cbcf47ec8373b8f6719faac7
Source dataset
uspto-grants-1982_11
Patent number
US04358307

Reaction notes

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