Ammonia → HCID 13373297, compound

HRID 358150Notes

Reaction equation

HRID 358150 reaction equation
[C:1]([C:4]1[NH:8][CH:7]=[N:6][C:5]=1[O:9][C@@H:10]1[O:18][C@H:17]([C:19]([O:21]C)=O)[C@@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]1[OH:12])(=[O:3])[NH2:2].[NH3:23]>CO>[C:1]([C:4]1[NH:8][CH:7]=[N:6][C:5]=1[O:9][C@@H:10]1[O:18][C@H:17]([C:19]([NH2:23])=[O:21])[C@@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]1[OH:12])(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13271663HCID 13271663, compound

Product 1

HCID 13373297HCID 13373297, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 0.55 g of methyl 1-O-(5-carbamoyl-1H-imidazole-4-yl)-β-D-glucopyranuronate in 50 ml of dry methanol was saturated with ammonia (gas) cooling in an ice bath and the reaction mixture was stirred for 1.5 hours. Then the reaction mixture was heated to room temperature and was concentrated to a residue under reduced pressure. The residue was washed with methanol and ether, and then separated crystals were filtered off and dried to give 0.5 g of 1-O-(5-carbamoyl-1H-imidazole-4-yl)-β-D-glucopyranuronamide which was recrystallized from water-ethanol. m.p. 206° C. (dec.)

Workup

  1. temperaturecooling in an ice bath
  2. concentrationwas concentrated to a residue under reduced pressure
  3. washThe residue was washed with methanol and ether
  4. customseparated crystals
  5. filtrationwere filtered off
  6. customdried

Sources & evidence

ORD record
ord-fc120aec59bf41f8b07c1df8b4595aad
Source dataset
uspto-grants-1984_08
Patent number
US04464531

Reaction notes

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