Реакция #51850

ord-baeea72672b647a4baeb6e9fbd6b854b

Уравнение реакции

Cc1ccc(C2C(=O)N(c3ccccc3)N(c3ccccc3)C2=O)cc1
1,2-diphenyl-4-(4-methylphenyl)-3,5-pyrazolidinedione
OO
H2O2
O=S([O-])S(=O)(=O)[O-].[Na+].[Na+]
Sodium metabisulfite
Cc1ccc(C2(O)C(=O)N(c3ccccc3)N(c3ccccc3)C2=O)cc1
1,2-Diphenyl-4-hydroxy-4-(4-methylphenyl)-3,5-pyrazolidinedione

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеexcess acetic acid evaporated off
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in hot ethyl acetate (25 ml)
  3. 3
    Фильтрацияbenzene (25 ml) and filtered
  4. 4
    ТемператураAfter cooling to room temperature
  5. 5
    Фильтрацияthe mixture was filtered
  6. 6
    Другоеthe residue recrystallized from 50% aqueous ethanol (20 ml)
  7. 7
    Другоеto give 0.58 g (53%)

Методика

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%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06852749B1uspto-grants-2005_02