2-Aminopropanediamide → HCID 178470780, compound

HRID 1706929Notes

Reaction equation

HRID 1706929 reaction equation
Cl.N=CCO[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=O.[NH2:14][CH:15]([C:19]([NH2:21])=[O:20])[C:16]([NH2:18])=[O:17]>CO>[C:19]([C:15]1[N:14]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[NH:18][C:16]=1[OH:17])(=[O:20])[NH2:21]

Participants

4

Reactant 2

HCID 964572-AminopropanediamideHCID 22363047HCID 22363047, compound

Product 1

HCID 178470780HCID 178470780, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl iminoethoxycarbonylacetate hydrochloride (49.59 g) and aminomalonamide (24.7 g) were added to anhydrous methanol (500 ml) under ice-cooling while stirring. After stirring was continued for 1 hour, the mixture was refluxed for 41/2 hours and then cooled with ice. The precipitated crystals were collected, washed with ethanol and diisopropyl ether and dried under vacuum to give ethyl 4-carbamoyl-5-hydroxy-1H-imidazole-2-acetate (32.69 g, 72.7%). m.p. 241°-241.5° C. (decomposition)

Workup

  1. temperaturecooling
  2. stirringAfter stirring
  3. temperaturethe mixture was refluxed for 41/2 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-2c54e087368a48268513ee8055572274
Source dataset
uspto-grants-1980_06
Patent number
US04209525

Reaction notes

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