Hydrogen Peroxide → HCID 18760025, compound

HRID 432664Notes

Reaction equation

HRID 432664 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][N:13]=[N:12][C:11]=2[C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][CH:17]=2)=[CH:6][CH:5]=1>C(O)(=O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][N+:13]([O-:1])=[N:12][C:11]=2[C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:23])=[O:24])=[CH:18][CH:17]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 18760011HCID 18760011, compound

Product 1

HCID 18760025HCID 18760025, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

Hydrogen peroxide solution (31%, 5.2 ml) was added to a solution of 4-(4-chlorophenyl)-3-[4-(methylsulfonyl)phenyl]pyridazine (2.6 g, 7.55 mmol) in acetic acid (30 ml), followed by stirring at 50° C. for 6 hours. The reaction mixture was concentrated under reduced pressure, and to the residue, an aqueous solution of potassium carbonate was added. The thus-obtained mixture was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was separated and purified by chromatography on a silica gel column [silica gel 100 g, benzene/ethyl acetate (1/1)], whereby the title compound was obtained as a pale yellow amorphous solid (1.2 g, 44.1%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionto the residue, an aqueous solution of potassium carbonate was added
  3. extractionThe thus-obtained mixture was extracted with chloroform
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was separated
  7. custompurified by chromatography on a silica gel column [silica gel 100 g, benzene/ethyl acetate (1/1)], whereby the title compound

Sources & evidence

ORD record
ord-e56f0453aacd408696d5b4578bd5ec10
Source dataset
uspto-grants-2003_12
Patent number
US06664256B1

Reaction notes

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