Ammonia → 18771-50-1

HRID 328548Notes

Reaction equation

HRID 328548 reaction equation
[C@@H:1]1([N:10]2[CH2:17][CH2:16][C:14](=[O:15])[NH:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1[OH:3].N.[H][H]>[Rh].O>[OH:15][CH:14]1[CH2:16][CH2:17][N:10]([C@@H:1]2[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]2[OH:3])[C:11](=[O:12])[NH:13]1.[C@@H:1]1([N:10]2[CH2:17][CH2:16][CH2:14][NH:13][C:11]2=[O:12])[O:9][C@H:6]([CH2:7][OH:8])[C@@H:4]([OH:5])[C@H:2]1[OH:3]

Participants

7

Reactant 3

HCID 222AmmoniaHCID 943123,4,5,6-TetrahydrouridineHCID 178418361HCID 178418361, compound

Product 2

HCID 2924318771-50-1HCID 22796909HCID 22796909, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 962WaterSolvent

Procedure

One and six tenths grams of the dihydrouridine obtained above in 60 ml. of water containing 0.6 ml. of concentrated ammonia was reduced with 0.5 g. of 5% rhodium on alumina in the presence of 42 pounds of hydrogen for a period of 18 hours. The resulting material was filtered to remove the catalyst, evaporated in vacuo and then extracted in a 500 tube Craig apparatus in a system consisting of 2-butanol-water as in Example 1. In this manner, 4-hydroxy-1-β-D-ribofuranosyl-tetrahydro-2(1H)-pyrimidinone and 1-β-D-ribofuranosyl-tetrahydro-2(1H)-pyrimidinone were obtained.

Workup

  1. filtrationThe resulting material was filtered
  2. customto remove the catalyst
  3. customevaporated in vacuo
  4. extractionextracted in a 500 tube Craig apparatus in a system

Sources & evidence

ORD record
ord-d87d8cf3f83b4a4a808255e609947374
Source dataset
uspto-grants-1977_04
Patent number
US04017606

Reaction notes

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