Hydrogen Peroxide → HCID 53721146, compound

HRID 1681334Notes

Reaction equation

HRID 1681334 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH2:11][CH2:12][NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])=[N:7][C:6]=2[CH:19]=1.OO.C(=O)([O-])[OH:23].[Na+]>C(O)(=O)C.C(Cl)Cl.O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([CH2:11][CH2:12][NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])=[O:23])=[N:7][C:6]=2[CH:19]=1

Participants

8

Reactant 3

HCID 784Hydrogen PeroxideHCID 516892Sodium BicarbonateHCID 53779739HCID 53779739, compound

Product 1

HCID 53721146HCID 53721146, compoundYield 79%

Reagents, catalysts & solvents 4

HCID 26052Sodium tungstateCatalystHCID 176Acetic AcidSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Dissolved in a mixed solution of 5.8 ml of acetic acid and 5.8 ml of methylene chloride were 1.15 g (3.65 mmol) of the compound obtained in Example 21, and 0.41 ml (4.02 mmol) of a 30% aqueous solution of hydrogen peroxide and a catalytic quantity of sodium tungstate were successively added to the solution, which was stirred at room temperature for 1 hour. The reaction solution was poured in 116 ml of water, neutralized with sodium hydrogencarbonate and extracted with 116 ml of chloroform. After separation of the chloroform layer, the organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The residues were purified by silica gel chromatography to obtain 0.96 g of white crystalline powders (79% yield).

Workup

  1. extractionextracted with 116 ml of chloroform
  2. customAfter separation of the chloroform layer
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residues were purified by silica gel chromatography

Sources & evidence

ORD record
ord-97b5a7e3c61046718e00a4027547018d
Source dataset
uspto-grants-1992_12
Patent number
US05171746

Reaction notes

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