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

HRID 256359Notes

Reaction equation

HRID 256359 reaction equation
[CH3:1][C:2]1([CH3:14])[NH:6][CH2:5][C:4](=[O:7])[N:3]1[CH2:8][C:9](OCC)=[O:10].[NH3:15]>CO>[CH3:1][C:2]1([CH3:14])[NH:6][CH2:5][C:4](=[O:7])[N:3]1[CH2:8][C:9]([NH2:15])=[O:10]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 53986652Ethyl 2,2-dimethyl-5-oxo-1-imidazolidineacetate

Product 1

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

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An ice-cold solution of ethyl 2,2-dimethyl-5-oxo-1-imidazolidineacetate (2 g) in methanol (150 ml) was saturated with gaseous ammonia). The solution was stirred at room temperature for 36 hours. After evaporation the residue was chromatographed on a silica gel column, eluting with dichloromethane/methanol 6:4. The selected fractions were collected, evaporated and the residue was crystallized from ethanol, to give 2,2-dimethyl-5-oxo-1-imidazolidineacetamide (1 g) as a white powder, m.p. 144°-146°.

Workup

  1. customAfter evaporation the residue
  2. customwas chromatographed on a silica gel column
  3. washeluting with dichloromethane/methanol 6:4
  4. customThe selected fractions were collected
  5. customevaporated
  6. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-1e1e62095608494abbf900d03ff8874b
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

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