Hydrazine hydrate (1:1) → Benzofuran-7-amine

HRID 641756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 641756
O.NN.[N+:4]([C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)([O-])=O>[Ni].CO>[NH2:4][C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

Komponenten

5

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 112866387-Nitrobenzofuran

Produkt 1

HCID 11217277Benzofuran-7-amineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

Hydrazine hydrate (0.45 ml) was added dropwise to a stirred mixture of 7-nitrobenzofuran (J. Med. Chem., 1988, 31, 1934; 0.5 g), Raney nickel (0.02 g) and methanol (9 ml) that had been warmed to 55° C. The resultant mixture was heated to reflux for 30 minutes. The catalyst was removed by filtration and the filtrate was evaporated. The residue was partitioned between methylene chloride and water. The organic phase was dried over magnesium sulphate and evaporated to give 7-aminobenzofuran (0.4 g) as an oil; NMR Spectrum: (DMSOd6) 5.25 (br s, 2H), 6.55 (d, 1H), 6.8 (m, 2H), 6.9 (t, 1H), 7.85 (d, 1H).

Aufarbeitung

  1. temperatureto reflux for 30 minutes
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated
  4. customThe residue was partitioned between methylene chloride and water
  5. dry with materialThe organic phase was dried over magnesium sulphate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-0a8b6475a9754a9bb1a66d1e6bf89d96
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696214B2

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