Water → 3-Chloro-2-cyanopyrazine 1-oxide

HRID 842617

Reaction equation

HRID 842617 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[N:6][CH:5]=[CH:4][N:3]=1.[OH2:10]>OS(O)(=O)=O>[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[N+:6]([O-:10])[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 962WaterHCID 2924653-Chloropyrazine-2-carbonitrile

Product 1

HCID 107969923-Chloro-2-cyanopyrazine 1-oxide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

2-Chloro-3-cyanopyrazine (5.00 g, 35.94 mmol) in concentrated H2SO4 (35 mL) at 0° C. was treated portionwise with K2S2O8 (11.65 g, 43.95 mmol), warmed to room temperature, stirred for 24 hours, treated with water, and extracted with chloroform. The organic extract was washed sequentially with water, saturated NaHCO3 and brine, dried (MgSO4) and concentrated to provide the title compound. MS (DCI/NH3) m/e 173 (M+NH4)+.

Workup

  1. extractionextracted with chloroform
  2. extractionThe organic extract
  3. washwas washed sequentially with water, saturated NaHCO3 and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-aff5277d64c849fdb0f118686d72d8e9
Source dataset
uspto-grants-2002_04
Patent number
US06376488B1

Linked notes

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