Ammonia → 5-Ethynyl-1-pentofuranosyl-1H-imidazole-4-carboximidic acid

HRID 345754Notes

Reaction equation

HRID 345754 reaction equation
C[Si](C)(C)[C:3]#[C:4][C:5]1[N:9]([C@@H:10]2[O:22][C@H:21]([CH2:23][O:24]C(=O)C)[C@@H:16]([O:17]C(=O)C)[C@H:11]2[O:12]C(=O)C)[CH:8]=[N:7][C:6]=1[C:28]([NH2:30])=[O:29].N>CO>[C:4]([C:5]1[N:9]([C@@H:10]2[O:22][C@H:21]([CH2:23][OH:24])[C@@H:16]([OH:17])[C@H:11]2[OH:12])[CH:8]=[N:7][C:6]=1[C:28]([NH2:30])=[O:29])#[CH:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14158666HCID 14158666, compound

Product 1

HCID 4531805-Ethynyl-1-pentofuranosyl-1H-imidazole-4-carboximidic acidYield 87.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

400 mg of the glutinous substance obtained in (1) was added to a solvent mixture of aqueous ammonia and methanol and, after the mixture was left to stand overnight, the solvent was evaporated. The residue obtained was adsorbed onto a silica gel column (2.3×13 cm), eluted with a 5-10% ethanol-chloroform solvent mixture and crystallized from ethanol to obtain 200 mg of white crystals (yield: 87.1%).

Workup

  1. waitafter the mixture was left
  2. customthe solvent was evaporated
  3. customThe residue obtained
  4. washeluted with a 5-10% ethanol-chloroform solvent mixture
  5. customcrystallized from ethanol

Sources & evidence

ORD record
ord-3edfd8a9f9a34b37b62757abd19f9398
Source dataset
uspto-grants-1991_10
Patent number
US05059590

Reaction notes

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