Piperazine,1-(4-nitrophenyl)-4-(4-pyridinyl)- → 1-(4-Aminophenyl)-4-(4-pyridyl)piperazine

HRID 2232395

Reaktionsgleichung

Reaktionsgleichung von HRID 2232395
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11]2)=[CH:8][CH:9]=1

Komponenten

4

Edukt 1

HCID 10924082Piperazine,1-(4-nitrophenyl)-4-(4-pyridinyl)-

Produkt 1

HCID 108904611-(4-Aminophenyl)-4-(4-pyridyl)piperazineAusbeute 58,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-(4-nitrophenyl)-4-(4-pyridyl)piperazine (2.07 g) in ethanol (100 ml) was hydrogenated at room temperature under a pressure of 2 bars in the presence of 10% palladium on charcoal (0.25 g). When reduction was complete, the catalyst was filtered off and the filtrate was evaporated. The residue was crystallised from methanol/ethyl acetate to give 1-(4-aminophenyl)-4-(4-pyridyl)piperazine (1.08 g), m.p. 210°-211° C. Found: C,70.47; H,7.07; N,21.56. C15H18N4 requires: C,70.83; H,7.13; N,22.03%.

Aufarbeitung

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was crystallised from methanol/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-724f0bbbf4eb4edaa1696d9bcefb874d
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04788196

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