Iodine → N-(4-iodo-1H-pyrazol-5-yl)acetamide

HRID 1615702Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1615702
[NH:1]1[C:5]([NH:6][C:7](=[O:9])[CH3:8])=[CH:4][CH:3]=[N:2]1.[I:10](O)(=O)=O.II>C(O)C>[I:10][C:4]1[CH:3]=[N:2][NH:1][C:5]=1[NH:6][C:7](=[O:9])[CH3:8]

Komponenten

5

Edukt 3

HCID 807IodineHCID 24345Iodic acidHCID 27775273-Acetylaminopyrazole

Produkt 1

HCID 86717260N-(4-iodo-1H-pyrazol-5-yl)acetamideAusbeute 348,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A suspension of N-(1H-pyrazol-5-yl)acetamide (60 g, 0.48 mol), iodic acid (21.1 g, 0.12 mol) and iodine (61 g, 0.24 mol) in ethanol (1.6 L) was heated at 60° C. for 1.5 h and cooled to room temperature. The reaction mixture was concentrated in vacuo and partitioned between ethyl acetate and 2 M Na2S2O3 aq. solution. The layers were separated and the aqueous extracted with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to provide the title compound as a solid (105 g).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompartitioned between ethyl acetate and 2 M Na2S2O3 aq. solution
  4. customThe layers were separated
  5. extractionthe aqueous extracted with ethyl acetate
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d3d30bc4b9954565895fa88ee2f52698
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765762B2

Notizen zur Reaktion

Wird geladen…