2-Aminopropanediamide → HCID 178513785, compound

HRID 1856185Notes

Reaction equation

HRID 1856185 reaction equation
Cl.N=[C:3]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:4]1[C:5](OCC)=O.[NH2:14][CH:15]([C:19]([NH2:21])=[O:20])[C:16]([NH2:18])=[O:17]>CO>[C:4]1([C:5]2[NH:18][C:16]([OH:17])=[C:15]([C:19]([NH2:21])=[O:20])[N:14]=2)[CH:3]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 964572-AminopropanediamideHCID 53429915HCID 53429915, compound

Product 1

HCID 178513785HCID 178513785, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a chilled solution of ethyl iminobenzoate hydrochloride (18.57 g) in anhydrous methanol (250 ml) was added aminomalonamide (11.71 g). The mixture was stirred for a half hour at 0°-5° C. and then 1 hour under reflux. After cooling to 0°-5° C. again, the precipitated product was filtered and washed with ethanol, isopropylether to give 2-phenyl-5-hydroxy-1H-imidazole-4-carboxamide (11.81 g).

Workup

  1. temperature1 hour under reflux
  2. temperatureAfter cooling to 0°-5° C. again
  3. filtrationthe precipitated product was filtered
  4. washwashed with ethanol, isopropylether

Sources & evidence

ORD record
ord-49acf0ad89584918bf046d5fe054c1c1
Source dataset
uspto-grants-1980_08
Patent number
US04218457

Reaction notes

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