Piperidine → 3-[5-(3-Diethylamino-propyl)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-one

HRID 49063

Reaktionsgleichung

Reaktionsgleichung von HRID 49063
[C:1]1([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[CH2:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([N:19]([CH2:34][CH3:35])[CH2:20][CH2:21][CH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([CH:32]=O)=[CH:26]2)[CH3:18].N1CCCCC1>C(O)C>[CH2:34]([N:19]([CH2:17][CH3:18])[CH2:20][CH2:21][CH2:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([CH:32]=[C:10]1[C:9]3[C:13](=[CH:14][CH:15]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH:8]=3)[NH:12][C:11]1=[O:16])=[CH:26]2)[CH3:35]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 133019785-PhenyloxindoleHCID 220421145-(3-diethylamino-propyl)-1H-indole-2-carbaldehyde

Produkt 1

HCID 695866953-[5-(3-Diethylamino-propyl)-1H-indol-2-ylmethylene]-5-phenyl-1,3-dihydro-indol-2-oneAusbeute 11,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

A mixture of 5-phenyl-2-oxindole (41 mg, 0.19 mmol), 5-(3-diethylamino-propyl)-1H-indole-2-carbaldehyde (50 mg, 0.19 mmol) and piperidine(0.1 mL) in ethanol (1 mL) was heated in a sealed tube at 95° C. for 20 hours. The precipitate was collected by vacuum filtration, washed with ethanol and dried to give 10 mg (11 %) of the title compound as an orange crystalline solid.

Aufarbeitung

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwashed with ethanol
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-05f3cb6007a04a2b9ea99cc0e1dd307b
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06706709B2

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