Hydrogen Peroxide → 1,2-Diphenyl-4-hydroxy-4-(4-methylphenyl)-3,5-pyrazolidinedione

HRID 23572

Reaktionsgleichung

Reaktionsgleichung von HRID 23572
[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)[C:9](=[O:20])[N:8]2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.OO.S(S([O-])=O)([O-])(=O)=[O:30].[Na+].[Na+]>C(O)(=O)C>[C:1]1([N:7]2[C:11](=[O:12])[C:10]([OH:30])([C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=3)[C:9](=[O:20])[N:8]2[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 784Hydrogen PeroxideHCID 656671Sodium PyrosulfiteHCID 225750461,2-Diphenyl-4-(4-methylphenyl)-3,5-pyrazolidinedione

Produkt 1

HCID 97988671,2-Diphenyl-4-hydroxy-4-(4-methylphenyl)-3,5-pyrazolidinedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 1,2-diphenyl-4-(4-methylphenyl)-3,5-pyrazolidinedione (1.10 g; 3.2 =mol), 35% H2O2 (0.47 ml; 5.5 mmol), and acetic acid (40 ml) was stirred 16 days at room temperature. Sodium metabisulfite (1.0 g) was added and excess acetic acid evaporated off. The residue was dissolved in hot ethyl acetate (25 ml) and benzene (25 ml) and filtered. After cooling to room temperature, the mixture was filtered and the residue recrystallized from 50% aqueous ethanol (20 ml) to give 0.58 g (53%).

Aufarbeitung

  1. customexcess acetic acid evaporated off
  2. dissolutionThe residue was dissolved in hot ethyl acetate (25 ml)
  3. filtrationbenzene (25 ml) and filtered
  4. temperatureAfter cooling to room temperature
  5. filtrationthe mixture was filtered
  6. customthe residue recrystallized from 50% aqueous ethanol (20 ml)
  7. customto give 0.58 g (53%)

Quellen und Nachweise

ORD-Eintrag
ord-baeea72672b647a4baeb6e9fbd6b854b
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852749B1

Verknüpfte Notizen

Wird geladen…