6-Bromo-1-nitronaphthalen-2-amine → 6-Bromonaphthalene-1,2-diamine

HRID 1751627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751627
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N+:12]([O-])=O)=[C:7]([NH2:15])[CH:6]=[CH:5]2>C(O)C.[Ni]>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:15])[C:8]=2[NH2:12])[CH:3]=1

Komponenten

4

Edukt 1

HCID 218071856-Bromo-1-nitronaphthalen-2-amine

Produkt 1

HCID 220970716-Bromonaphthalene-1,2-diamineAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of 6-bromo-1-nitronaphthalen-2-amine (11.6 g, 43.4 mmol) in ethanol (430 mL) under argon was added Raney Nickel (˜5 g, NOTE: no effort was made to remove the water from the nickel). Hydrogen gas was bubbled through the reaction mixture for 2 minutes. The reaction was stirred under an atmosphere of hydrogen at room temperature. After 16 hours, the Raney Nickel was removed by filtration over Celite and rinsed with ethyl acetate. The filtrate was thoroughly concentrated to yield 6-bromonaphthalene-1,2-diamine (9.2 g, 88% yield).

Aufarbeitung

  1. customto remove the water from the nickel)
  2. customHydrogen gas was bubbled through the reaction mixture for 2 minutes
  3. customthe Raney Nickel was removed by filtration over Celite
  4. washrinsed with ethyl acetate
  5. concentrationThe filtrate was thoroughly concentrated

Quellen und Nachweise

ORD-Eintrag
ord-b11ee7811d074a498a47252296fd488e
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156823B2

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