2-Aminopropanediamide → HCID 178513875, compound

HRID 1706931Notes

Reaction equation

HRID 1706931 reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4]>CO>[C:3]([C:2]1[N:1]=[C:6]([CH2:2][C:3]([NH2:5])=[O:4])[NH:8][C:6]=1[OH:7])(=[O:4])[NH2:5]

Participants

3

Reactant 1

HCID 964572-Aminopropanediamide

Product 1

HCID 178513875HCID 178513875, compoundYield 140.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl imino α-carbamoylacetate hydrochloride (5.98 g) and aminomalonamide (3.51 g) were added to anhydrous methanol (80 ml) under ice-cooling while stirring. After stirring for 1/2 hour, the mixture was refluxed for 2 hours and then cooled with ice. The precipitated crystals were collected, washed with ethanol and diisopropyl ether and dried under vacuum to give 4-carbamoyl-5-hydroxy-1H-imidazole-2-acetamide (3.88 g, 70.3%), m.p. 270° C. (decomposition).

Workup

  1. temperaturecooling
  2. stirringAfter stirring for 1/2 hour
  3. temperaturethe mixture was refluxed for 2 hours
  4. temperaturecooled with ice
  5. customThe precipitated crystals were collected
  6. washwashed with ethanol and diisopropyl ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-e49f258a0c604e3ab333a4078ff1caa5
Source dataset
uspto-grants-1980_06
Patent number
US04209525

Reaction notes

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