Methanol → 2,2-Dimethyl-5-oxo-1-imidazolidineacetamide

HRID 2413743Notes

Reaction equation

HRID 2413743 reaction equation
[C:1](O)(=O)[CH3:2].[NH2:5][CH2:6][C:7]([NH:9][CH2:10][C:11]([NH2:13])=[O:12])=[O:8].[CH3:14]O>CC(C)=O>[CH3:14][C:1]1([CH3:2])[NH:5][CH2:6][C:7](=[O:8])[N:9]1[CH2:10][C:11]([NH2:13])=[O:12]

Participants

4

Reactant 2

HCID 887MethanolHCID 19850195Glycylglycinamide acetate

Product 1

HCID 201554662,2-Dimethyl-5-oxo-1-imidazolidineacetamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of glycylglycinamide acetate (10 g) in methanol (250 ml) and acetone (125 ml), was added Amberlite IRA-68 resin (20 g) (available from Rohm & Haas, Philadelphia, USA). Amberlite is a registered trade mark and IRA-68 is a weakly basic resin. The suspension was stirred at room temperature for 1 hour, then resin was filtered off and the solution was evaporated under reduced pressure. The residue was suspended in refluxing acetone (250 ml) and methanol was added to obtain a clear solution, which was refluxed for 2 hours. Evaporation and trituration of the residue with acetone gave 6.85 g of the title compound.

Workup

  1. filtrationresin was filtered off
  2. customthe solution was evaporated under reduced pressure
  3. temperaturein refluxing acetone (250 ml) and methanol
  4. additionwas added
  5. customto obtain a clear solution, which
  6. temperaturewas refluxed for 2 hours
  7. customEvaporation and trituration of the residue with acetone

Sources & evidence

ORD record
ord-d60f2678827845aca3552e548f9d8264
Source dataset
uspto-grants-1988_01
Patent number
US04719222

Reaction notes

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