Sulfuric Acid → 2,3-Dichloro-1-oxo-1lambda~5~-pyrazine

HRID 259513Notes

Reaction equation

HRID 259513 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.S(=O)(=O)(O)[OH:10].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+]>>[Cl:1][C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N+:3]=1[O-:10]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24412Potassium PersulfateHCID 785752,3-Dichloropyrazine

Product 1

HCID 123755682,3-Dichloro-1-oxo-1lambda~5~-pyrazine

Procedure

To a stirred solution of 750 g. (5 mol) of 2,3-dichloropyrazine* in 5 l. of sulfuric acid at 10° C., is gradually added 1,500 g. (5.5 mol) of potassium persulfate. The reaction mixture is stirred at room temperature for 24 hours and carefully poured into 19 l. of ice water. The aqueous solution is extracted with chloroform and the extract is washed with sat. NaHCO3 and sat. NaCl solutions and dried over MgSO4. Evaporation of the solvent provides 698 g. (85%) of white solid. MP 101°-103° C. (lit. MP 104°-106° C.). This material is used without further purification.

Workup

  1. customat 10° C.
  2. additioncarefully poured into 19 l
  3. extractionThe aqueous solution is extracted with chloroform
  4. washthe extract is washed with sat. NaHCO3 and sat. NaCl solutions
  5. dry with materialdried over MgSO4
  6. customEvaporation of the solvent
  7. customprovides 698 g
  8. customThis material is used without further purification

Sources & evidence

ORD record
ord-d299ae1b94a14f86890e383aeba00b6e
Source dataset
uspto-grants-1977_07
Patent number
US04038393

Reaction notes

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