Cyanamide → 3-(benzenesulfonyl)-5-chloro-N'-cyano-1H-indole-2-carboxamidine

HRID 260496Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260496
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11](=[NH:15])OCC)=[C:5]2[S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])=[O:17].[N:25]#[C:26][NH2:27]>CO>[C:26]([NH:27][C:11]([C:6]1[NH:7][C:8]2[C:4]([C:5]=1[S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])=[O:17])=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)=[NH:15])#[N:25]

Komponenten

4

Edukt 2

HCID 9864CyanamideHCID 135761968Ethyl 5-chloro-3-phenylsulfonylindole-2-carboximidate

Produkt 1

HCID 1785123053-(benzenesulfonyl)-5-chloro-N'-cyano-1H-indole-2-carboxamidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Ethyl 5-chloro-3-phenylsulfonylindole-2-carboximidate is reacted with an equimolar amount of cyanamide in absolute methanol (according to the procedure of K. R. Huffman and F. C. Schaefer (J. Org. Chem., 28, 1812 (1963)). After 30-60 minutes the solvent is removed and the residue purified by silica gel chromatography to afford the title compound.

Aufarbeitung

  1. customAfter 30-60 minutes the solvent is removed
  2. customthe residue purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-137b4c1d36df4ac9a6d032cd522cafed
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527819

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