Phenyl isocyanate → 2-{3-[4-(2-Methoxyphenyl)piperazino]propanoyl}-N-phenyl-1-hydrazinecarboxamide

HRID 1514156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514156
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]([NH:19][NH2:20])=[O:18])[CH2:11][CH2:10]1.[C:21]1([N:27]=[C:28]=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][C:17]([NH:19][NH:20][C:28]([NH:27][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:29])=[O:18])[CH2:13][CH2:14]1

Komponenten

4

Edukt 2

HCID 7672Phenyl isocyanateHCID 8724333-[4-(2-Methoxyphenyl)piperazino]propanohydrazide

Produkt 1

HCID 595364632-{3-[4-(2-Methoxyphenyl)piperazino]propanoyl}-N-phenyl-1-hydrazinecarboxamideAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a suspension of 3-[4-(2-methoxyphenyl)piperazino]propanohydrazide D2 (1.00 g, 3.60 mmol) in anhydrous toluene (2 mL), phenyl isocyanate (0.45 g, 0.41 mL, 3.78 mmol) was added and the mixture was stirred at room temperature for 30 min and then heated at reflux for 1 h. The solution was allowed to cool slowly to room temperature and the resulting precipitate was filtered and washed with hexane to afford 1.2 g (83.9%) 2-{3-[4-(2-methoxyphenyl)piperazino]propanoyl}-N-phenyl-1-hydrazinecarboxamide D5 as a white solid.

Aufarbeitung

  1. additionwas added
  2. temperatureheated
  3. temperatureat reflux for 1 h
  4. temperatureto cool slowly to room temperature
  5. filtrationthe resulting precipitate was filtered
  6. washwashed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-49d082c64e524a979d4dd1170fbbaeae
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222254B2

Notizen zur Reaktion

Wird geladen…