Sulfuric Acid → HCID 178437680, compound

HRID 1856186Notes

Reaction equation

HRID 1856186 reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].[C:9](OCC)(OCC)(OCC)[CH2:10][CH3:11].S(=O)(=O)(O)O>C(O)C>[CH2:10]([C:11]1[NH:8][C:6]([OH:7])=[C:2]([C:3]([NH2:5])=[O:4])[N:1]=1)[CH3:9]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 66995Ethyl orthopropionateHCID 964572-Aminopropanediamide

Product 1

HCID 178437680HCID 178437680, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of aminomalonamide (7.13 g) in anhydrous ethanol (240 ml) were added triethyl orthopropionate (42.93 g) and concentrated sulfuric acid (1.6 g). The reaction mixture was refluxed for 2 hours and then ice-cooled. The precipitate product was filtered and washed with ethanol, isopropylether to give 2-ethyl-5-hydroxy-1H-imidazole-4-carboxamide (6.02 g).

Workup

  1. temperatureThe reaction mixture was refluxed for 2 hours
  2. temperatureice-cooled
  3. filtrationThe precipitate product was filtered
  4. washwashed with ethanol, isopropylether

Sources & evidence

ORD record
ord-d9701b8115ac412995519312a68e840b
Source dataset
uspto-grants-1980_08
Patent number
US04218457

Reaction notes

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