1-[2-Ethyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl)piperazine → 5-Ethyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl]-1-piperazinyl}aniline

HRID 419569Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 419569
[CH2:1]([C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[C:6]([O:12][CH3:13])=[CH:5][C:4]=1[N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][S:22]([CH3:25])(=[O:24])=[O:23])[CH2:16][CH2:15]1)[CH3:2]>CCOC(C)=O.CCO.[Pt]>[CH2:1]([C:3]1[C:4]([N:14]2[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][S:22]([CH3:25])(=[O:24])=[O:23])[CH2:18][CH2:19]2)=[CH:5][C:6]([O:12][CH3:13])=[C:7]([CH:8]=1)[NH2:9])[CH3:2]

Komponenten

5

Edukt 1

HCID 594528171-[2-Ethyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl)piperazine

Produkt 1

HCID 594529565-Ethyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl]-1-piperazinyl}aniline

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939PlatinumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1-[2-Ethyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl]piperazine (1.7 g, 4.7 mmol) was taken up in EtOAc (30 mL) and EtOH (15 mL). The catalyst, 5% sulfided platinum on carbon (300 mg) was added. The reaction was placed under 1 atm of H2 gas and was allowed to stir at room temperature for 5 days. The catalyst was filtered off and the filtrate was concentrated in vacuo to give the title compound without further purification (1.4 g, 4.1 mmol, 86%). MS (M+H, ES+) 342.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f13f8df300c04af3bd3b56f2b8c5b213
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093239B2

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