Hydrogen Peroxide → HCID 18770757, compound

HRID 479491Notes

Reaction equation

HRID 479491 reaction equation
[CH3:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([NH:8][CH:9]([NH:14][C:15]([NH:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=S)[C:10]([Cl:13])([Cl:12])[Cl:11])=[O:7])=[CH:4][CH:3]=1.[OH:26]O>C(O)(=O)C>[CH3:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([NH:8][CH:9]([NH:14][C:15]([NH:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[O:26])[C:10]([Cl:13])([Cl:12])[Cl:11])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 16726427HCID 16726427, compound

Product 1

HCID 18770757HCID 18770757, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of Example 38B (250 mg, 0.200 mmol) in glacial acetic acid (4 mL) at ambient temperature was treated slowly with acetic acid (6 mL) containing 30% hydrogen peroxide (4 mL), and the reaction was stirred for 30 minutes. The precipitate which formed was filtered off, washed with water, and crystallized from ethanol. The salt was dissolved in ethyl acetate and neutralized with saturated aqueous sodium carbonate solution. The organic solution was washed with brine (5 mL), dried (Na2SO4), and concentrated to provide a white solid. Recrystallization from ethanol/diethyl ether provided 71 mg of the desired product as a white solid.

Workup

  1. customThe precipitate which formed
  2. filtrationwas filtered off
  3. washwashed with water
  4. customcrystallized from ethanol
  5. dissolutionThe salt was dissolved in ethyl acetate and neutralized with saturated aqueous sodium carbonate solution
  6. washThe organic solution was washed with brine (5 mL)
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated
  9. customto provide a white solid
  10. customRecrystallization from ethanol/diethyl ether

Sources & evidence

ORD record
ord-e7ffa06f34cb4451aea84ea19026a580
Source dataset
uspto-grants-2003_11
Patent number
US06645968B2

Reaction notes

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