Potassium Cyanide → 5-[4-Cyano-2-(2-phenylethynyl)phenyl]hydantoin

HRID 343948Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 343948
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[C:5]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:4]=1)#[N:2].[C-]#N.[K+].[C:22](=[O:25])([O-])[O-].[NH4+:26].[NH4+:27].[CH2:28]([OH:30])C.O>>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[NH:27][C:28](=[O:30])[NH:26][C:22]2=[O:25])=[C:5]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:4]=1)#[N:2]

Komponenten

5

Edukt 4

HCID 9032Potassium CyanideHCID 517111Ammonium CarbonateHCID 19096565Water ethanolHCID 543568024-Cyano-2-(2-phenylethynyl)benzaldehyde

Produkt 1

HCID 700765785-[4-Cyano-2-(2-phenylethynyl)phenyl]hydantoin

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A stirred mixture of 4-cyano-2-(2-phenylethynyl)benzaldehyde (0.69 g, 3.0 mmol), potassium cyanide (0.39 g, 6.0 mmol) and ammonium carbonate (1.15 g, 12 mmol) in ethanol-water (1:1, 12 ml) was heated to 85° C. for 4 hours following the procedure described in Example 1 (ii). The crude solid obtained after extraction was chromatographed on flash silica eluting with ether to give 5-[4-cyano-2-(2-phenylethynyl)phenyl]hydantoin as a yellow foam.

Aufarbeitung

  1. customThe crude solid obtained
  2. extractionafter extraction
  3. customwas chromatographed on flash silica eluting with ether

Quellen und Nachweise

ORD-Eintrag
ord-b7fce059eeff4c118f86826b9ab8acd1
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863947

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