Oxygen → HCID 12806329, compound

HRID 1764361Notes

Reaction equation

HRID 1764361 reaction equation
[C@@H:1]1([N:10]2[C:14]([C:15]([NH2:17])=[O:16])=[C:13]([C:18]([NH2:20])=[O:19])[N:12]=[CH:11]2)[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@H:2]1[OH:3].O=O.C(=O)([O-])[OH:24].[Na+]>O.[Pt]>[C:18]([C:13]1[N:12]=[CH:11][N:10]([C@@H:1]2[O:7][C@H:6]([C:8]([OH:24])=[O:9])[C@@H:4]([OH:5])[C@H:2]2[OH:3])[C:14]=1[C:15](=[O:16])[NH2:17])(=[O:19])[NH2:20]

Participants

6

Reactant 3

HCID 977OxygenHCID 516892Sodium BicarbonateHCID 12806327HCID 12806327, compound

Product 1

HCID 12806329HCID 12806329, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 962WaterSolvent

Procedure

20 g. of 1-β-D-ribofuranosyl-imidazole-4,5-dicarboxamide [see, for example, J. Chem. Soc. 1949, 232] are dissolved in 2 litres of water at 80° C. Platinum (obtained by hydrogenating 10 g. of platinum oxide) is added. Oxygen is blown into the suspension with vigorous stirring. The temperature is held at 80° C. 8.6 G. of sodium hydrogen carbonate are added in several portions so that the mixture always remains alkaline. After 2 days, the catalyst is filtered off, the filtrate concentrated to 100 ml. and acidified with trifluoroacetic acid while cooling with ice-water. The crystallizing solution is left to stand overnight in a refrigerator and the product is then filtered off. 12.4 G. of 1-desoxy-1-(4,5-dicarbamoylimidazol-1-yl)-β-D-ribofuranuronic acid are obtained.

Workup

  1. customis held at 80° C
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate concentrated to 100 ml
  4. temperaturewhile cooling with ice-water
  5. waitThe crystallizing solution is left
  6. waitto stand overnight in a refrigerator
  7. filtrationthe product is then filtered off

Sources & evidence

ORD record
ord-03128359381a4c9b8d237e5e9dc36234
Source dataset
uspto-grants-1978_09
Patent number
US04115641

Reaction notes

Loading…