2-Aminopropanediamide → HCID 178513794, compound

HRID 1856184Notes

Reaction equation

HRID 1856184 reaction equation
Cl.N=[C:3]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4](OCC)=O.[NH2:15][CH:16]([C:20]([NH2:22])=[O:21])[C:17]([NH2:19])=[O:18]>CO>[CH2:3]([C:4]1[NH:19][C:17]([OH:18])=[C:16]([C:20]([NH2:22])=[O:21])[N:15]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 964572-AminopropanediamideHCID 86737148HCID 86737148, compound

Product 1

HCID 178513794HCID 178513794, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a chilled solution of ethyl iminophenylacetate hydrochloride (5.99 g) in anhydrous methanol (80 ml) was added aminomalonamide (3.51 g). The mixture was stirred for 1 hour at 0°-5° C. and then 3 hours under reflux. After cooling the mixture to 0°-5° C., the precipitated product was filtered and washed with ethanol, isopropylether to give 2-benzyl-5-hydroxy-1H-imidazole-4-carboxamide (4.52 g).

Workup

  1. temperature3 hours under reflux
  2. temperatureAfter cooling the mixture to 0°-5° C.
  3. filtrationthe precipitated product was filtered
  4. washwashed with ethanol, isopropylether

Sources & evidence

ORD record
ord-a004f6bf31d24ebea1dc66a9e8abf06b
Source dataset
uspto-grants-1980_08
Patent number
US04218457

Reaction notes

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