Oxindole → N-cyclohexylcarbonyl-2-oxindole-1-carboxamide

HRID 637360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637360
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH:11]1([C:17]([N:19]=[C:20]=[O:21])=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C1(C)C=CC=CC=1>[CH:11]1([C:17]([NH:19][C:20]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:3][C:2]2=[O:10])=[O:21])=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Komponenten

4

Edukt 2

HCID 321710OxindoleHCID 20096062Cyclohexanecarbonyl isocyanate

Produkt 1

HCID 13647650N-cyclohexylcarbonyl-2-oxindole-1-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a stirred slurry of 20.0 g (0.15 mole) of 2-oxindole in 150 ml of toluene was added 29.6 g (0.19 mole) of cyclohexylcarbonyl isocyanate. The mixture was heated under reflux for ca. 30 minutes and then it was cooled to room temperature. The solid was recovered by filtration and then it was recrystallized from ethanol. This afforded 26.5 g of the title compound as fluffy, colorless crystals, m.p. 144.5°-145.5° C.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for ca. 30 minutes
  3. filtrationThe solid was recovered by filtration
  4. customit was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-893367bcce604dbfb9515c860ba36956
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04556672

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