Reaktion #675777

Reaktionsgleichung

N-(2-acetyl-5-phenyl-pyrazol-3-yl)acetamide

iodic acid

iodine

→

title compound

N-(2-acetyl-4-iodo-5-phenyl-pyrazol-3-yl)acetamide

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   EinengenThe reaction mixture was concentrated in vacuo
3. 3
   Sonstigepartitioned between CH2Cl2 and 2 M Na2S2O3 aq. solution
4. 4
   SonstigeThe layers were separated
5. 5
   Waschenthe organic washed with brine
6. 6
   Sonstigedried (phase separator cartridge)
7. 7
   Einengenconcentrated in vacuo
8. 8
   Sonstigeto provide

Vorschrift

A suspension of N-(2-acetyl-5-phenyl-pyrazol-3-yl)acetamide (25.1 g, 0.103 mol), iodic acid (4.5 g, 0.026 mol) and iodine (15.7 g, 0.062 mol) in ethanol (250 mL) was heated at 50° C. for 3 h and cooled to room temperature. The reaction mixture was concentrated in vacuo and partitioned between CH2Cl2 and 2 M Na2S2O3 aq. solution. The layers were separated and the organic washed with brine, dried (phase separator cartridge), and concentrated in vacuo to provide a mixture of the title compound and starting material (2.2:1, 30.3 g). The mixture was put in reaction again using iodic acid (1.6 g, 9.6 mmol) and iodine (9.7 g, 0.038 mol) in ethanol (250 mL) under the same conditions, to provide the title compound as a solid (31.9 g).

Quelle