5-Bromoisatin → HCID 178491622, Verbindung

HRID 642121

Reaktionsgleichung

Reaktionsgleichung von HRID 642121
[Br: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.[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([C:19]([NH:21][NH2:22])=[O:20])=[CH:17][CH:16]=1>C(O)(=O)C>[CH3:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([C:19]([NH:21][N:22]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=3)[NH:7][C:6]2=[O:11])=[O:20])=[CH:23][CH:24]=1

Komponenten

4

Edukt 2

HCID 68895-BromoisatinHCID 767924-Methoxybenzohydrazide

Produkt 1

HCID 178491622HCID 178491622, VerbindungAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Following the general method as outlined in Example 1, into a suspension of 5-bromo-1H-indole-2,3-dione in acetic acid was added 4-methoxybenzohydrazide. 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 53 mg of the title compound (57%) as a orange powder in 93% purity by HPLC (Rt: 4.11, 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-9d26efb736ee445988ba61e863dcb111
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696231B2

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