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

HRID 256360Notes

Reaction equation

HRID 256360 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

(1) To a solution of glycylglycinamide acetate (10 g) in methanol (250 ml) and acetone (125 ml), Amberlite IRA-68 resin (20 g) (from Rohm & Haas, Philadelphia, USA) was added. 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 2,2-dimethyl-5-oxo-1-imidazolidineacetamide (6.85 g).

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-0383cb0324d849a0ac5702564af92967
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

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