Hydrogen Peroxide → 5-Ethynyl-1-pentofuranosyl-1H-imidazole-4-carboximidic acid

HRID 893706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 893706
[C:1]([C:3]1[N:7]([C@@H:8]2[O:14][C@H:13]([CH2:15][OH:16])[C@@H:11]([OH:12])[C@H:9]2[OH:10])[CH:6]=[N:5][C:4]=1[C:17]#[N:18])#[CH:2].[OH:19]O>N.CO>[C:1]([C:3]1[N:7]([C@@H:8]2[O:14][C@H:13]([CH2:15][OH:16])[C@@H:11]([OH:12])[C@H:9]2[OH:10])[CH:6]=[N:5][C:4]=1[C:17]([NH2:18])=[O:19])#[CH:2]

Komponenten

5

Edukt 2

HCID 784Hydrogen PeroxideHCID 11043123HCID 11043123, Verbindung

Produkt 1

HCID 4531805-Ethynyl-1-pentofuranosyl-1H-imidazole-4-carboximidic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 222AmmoniaLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 127 mg (0.51 mmol) of 5-ethynyl-1-β-D-ribofuranosylimidazole-4-carbonitrile dissolved in 6 ml of a solvent mixture of aqueous ammonia and methanol (1:1) was added 0.5 ml of hydrogen peroxide, and the reaction was carried out with stirring at room temperature for 45 minutes. After the reaction, the solvent was evaporated, and the residue was adsorbed onto a silica gel column and eluted with a 5 - 10% ethanolchloroform solvent mixture, and crystallized from ethanol to obtain white crystals of 5-ethynyl-1-β-D-ribofuranosylimidazole-4-carboxamide.

Aufarbeitung

  1. customAfter the reaction
  2. customthe solvent was evaporated
  3. washeluted with a 5 - 10% ethanolchloroform solvent mixture
  4. customcrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-1a8a7ec297a44b34a09c6d4c8223575f
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05126361

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