Hydrazine → 1,2-dihydro-6-nitro-3H-indazol-3-one

HRID 1176022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1176022
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:5]=1F.[NH2:15][NH2:16]>C(O)C>[N+:10]([C:7]1[CH:6]=[C:5]2[C:4]([C:3](=[O:2])[NH:15][NH:16]2)=[CH:9][CH:8]=1)([O-:12])=[O:11]

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 3013872Methyl 2-fluoro-4-nitrobenzoate

Produkt 1

HCID 32644791,2-dihydro-6-nitro-3H-indazol-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The crude material, 2-fluoro-4-nitro-benzoic acid methyl ester, from above was treated with hydrazine (1.6 mL, 51 mmol) in ethanol under reflux for 14 hrs. After removal of solvent by evaporation, the residue was washed with water. The precipitate product was filtered and dried on the vacuum pump to give the title compound which was used without further purification (4.0 g, 85% for two steps). MS (ES+): m/e=180.1 (M+H), 178.0 (M-H); LC/Method A 1.83 min.

Aufarbeitung

  1. temperatureunder reflux for 14 hrs
  2. customAfter removal of solvent
  3. customby evaporation
  4. washthe residue was washed with water
  5. filtrationThe precipitate product was filtered
  6. customdried on the vacuum pump

Quellen und Nachweise

ORD-Eintrag
ord-eeb45d2046d84206b9d86b8d6fdf86ab
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842712B2

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