(2-Methoxy-benzyl)-(6-nitro-quinolin-2-yl)-amine → N2-(2-Methoxy-benzyl)-quinoline-2,6-diamine

HRID 1803075

Reaktionsgleichung

Reaktionsgleichung von HRID 1803075
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[CH2:5][NH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:17]([O-])=O)[CH:13]=2)[N:8]=1>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:23]=[CH:22][CH:21]=[CH:20][C:4]=1[CH2:5][NH:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([NH2:17])[CH:13]=2)[N:8]=1

Komponenten

4

Edukt 1

HCID 57647540(2-Methoxy-benzyl)-(6-nitro-quinolin-2-yl)-amine

Produkt 1

HCID 43450845N2-(2-Methoxy-benzyl)-quinoline-2,6-diamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

(2-Methoxy-benzyl)-(6-nitro-quinolin-2-yl)-amine (0.5 g, 2.0 mmol) were dissolved in ethyl acetate (25 ml). Upon addition of Pd/C (10%, 0.1 g) the reaction mixture was stirred for 45 min at ambient temperature under an atmosphere of hydrogen. Then the catalyst was filtered off, the filter washed with ethyl acetate and the filtrate evaporated. N2-(2-Methoxy-benzyl)-quinoline-2,6-diamine was obtained as a yellow foam (0.40 g, 87%); MS: m/e=280.5 (M+H+).

Aufarbeitung

  1. filtrationThen the catalyst was filtered off
  2. washthe filter washed with ethyl acetate
  3. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-2fbd740fd08441269def9e08f5e5e17a
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08350028B2

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