Acetaldehyde → 2-Methyl-5-oxo-1-imidazolidineacetamide

HRID 2413748Notes

Reaction equation

HRID 2413748 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([NH2:9])=[O:8])=[O:4].[CH:10](=O)[CH3:11]>CO>[CH3:10][CH:11]1[NH:1][CH2:2][C:3](=[O:4])[N:5]1[CH2:6][C:7]([NH2:9])=[O:8]

Participants

4

Reactant 2

HCID 177AcetaldehydeHCID 437662Glycylglycinamide

Product 1

HCID 201554642-Methyl-5-oxo-1-imidazolidineacetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of glycylglycinamide (0.5 g) and acetaldehyde (0.4 ml) in methanol (5 ml) was stirred at room temperature for 8 hours. Evaporation of the solvent gave a residue which was chromatographed on a silica gel column (eluant dichloromethane/methanol 75:25). The selected fractions were collected, evaporated to give the title compound (Rf=0.3, dichloromethane/methanol 7:3, silica gel plates). Mass spectrum (E.I., 70 eV, 1.5 mA), m/z=142 (M+ -CH3), 99.

Workup

  1. customEvaporation of the solvent
  2. customgave a residue which
  3. customwas chromatographed on a silica gel column (eluant dichloromethane/methanol 75:25)
  4. customThe selected fractions were collected
  5. customevaporated

Sources & evidence

ORD record
ord-08c8eb89f8dd48ffa8ae066f60340519
Source dataset
uspto-grants-1988_01
Patent number
US04719222

Reaction notes

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