5-Iodoisatin → HCID 178444963, Verbindung

HRID 642073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 642073
[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[CH2:13]([O:19][C:20]1[CH:38]=[CH:37][C:23]([C:24]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]([NH:35][NH2:36])=[O:34])=[CH:29][CH:28]=2)=[O:25])=[CH:22][CH:21]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>C(O)(=O)C>[CH2:13]([O:19][C:20]1[CH:38]=[CH:37][C:23]([C:24]([NH:26][C:27]2[CH:28]=[CH:29][C:30]([C:33]([NH:35][N:36]=[C:5]3[C:4]4[C:8](=[CH:9][CH:10]=[C:2]([I:1])[CH:3]=4)[NH:7][C:6]3=[O:11])=[O:34])=[CH:31][CH:32]=2)=[O:25])=[CH:22][CH:21]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

4

Edukt 2

HCID 886955-IodoisatinHCID 101328774-(hexyloxy)-N-[4-(hydrazinocarbonyl)phenyl]benzamide

Produkt 1

HCID 178444963HCID 178444963, VerbindungAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Into a suspension of 5-iodo-1H-indole-2,3-dione in acetic acid was added 4-(hexyloxy)-N-[4-(hydrazinocarbonyl)phenyl]-benzamide. After stirring at 100° C., the reaction mixture was cooled to rt and a yellow solid precipitated out. Filtration on a fritté, washing with AcOH, water and drying under vacuo at 60° C. overnight gave 110 mg of the title compound (90%) as a yellow powder in 91.1% purity by HPLC (Rt: 5.86, gradient of 8 min, MaxPlot detection between 230 and 400 nm).

Aufarbeitung

  1. temperaturethe reaction mixture was cooled to rt
  2. customa yellow solid precipitated out
  3. filtrationFiltration on a fritté
  4. washwashing with AcOH, water
  5. customdrying under vacuo at 60° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-086884dc83b1434c905d8a341cccedf5
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696231B2

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