Methanol → N-(2-Amino-2-oxoethyl)-2,2-dimethyl-5-oxo-1-imidazolidineacetamide

HRID 2413746Notes

Reaction equation

HRID 2413746 reaction equation
[C:1](O)(=O)[CH3:2].[NH2:5][CH2:6][C:7]([NH:9][CH2:10][C:11]([NH:13][CH2:14][C:15]([NH2:17])=[O:16])=[O:12])=[O:8].[CH3:18]O>CC(C)=O>[CH3:18][C:1]1([CH3:2])[NH:5][CH2:6][C:7](=[O:8])[N:9]1[CH2:10][C:11]([NH:13][CH2:14][C:15]([NH2:17])=[O:16])=[O:12]

Participants

4

Reactant 2

HCID 887MethanolHCID 20155477HCID 20155477, compound

Product 1

HCID 54125798N-(2-Amino-2-oxoethyl)-2,2-dimethyl-5-oxo-1-imidazolidineacetamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of glycylglycylglycinamide acetate (800 mg) in methanol (8 ml) and acetone (15 ml), Amberlite IRA-68 resin (2 ml) was added. The suspension was stirred at room temperature for 1 hour, then the resin was filtered off and the solution was evaporated under reduced pressure. The residue was suspended in acetone and stirred at room temperature overnight. The precipitate was collected and crystallized from ethyl acetate, to give the title compound, as a white powder, m.p. 102°-105° C. dec.

Workup

  1. filtrationthe resin was filtered off
  2. customthe solution was evaporated under reduced pressure
  3. stirringstirred at room temperature overnight
  4. customThe precipitate was collected
  5. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-01c509f2df684aee922a55c02f0bda7b
Source dataset
uspto-grants-1988_01
Patent number
US04719222

Reaction notes

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