Ammonia → 1-(2-Aminoacetyl)-2,2-dimethyl-4-imidazolidinone hydrobromide

HRID 256352Notes

Reaction equation

HRID 256352 reaction equation
[Br:1][CH2:2][C:3]([N:5]1[CH2:9][C:8](=[O:10])[NH:7][C:6]1([CH3:12])[CH3:11])=[O:4].[NH3:13]>>[BrH:1].[NH2:13][CH2:2][C:3]([N:5]1[CH2:9][C:8](=[O:10])[NH:7][C:6]1([CH3:12])[CH3:11])=[O:4]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 201637141-(2-Bromoacetyl)-2,2-dimethyl-4-imidazolidinone

Product 1

HCID 201637511-(2-Aminoacetyl)-2,2-dimethyl-4-imidazolidinone hydrobromide

Procedure

A solution of 1-(2-bromoacetyl)-2,2-dimethyl-4-imidazolidinone (2 g) in 33% ammonia solution (80 ml) was stirred at room temperature overnight. After evaporation under reduced pressure, the residue was dissolved in dry ethanol and evaporated again to give 1-(2-aminoacetyl)-2,2-dimethyl-4-imidazolidinone hydrobromide as a white deliquescent powder (Rf 0.33, n-butanol/water/acetic acid 6:2:2, silica gel plates). The latter compound can also be prepared using the chloroacetyl derivative in a similar procedure.

Workup

  1. customAfter evaporation under reduced pressure
  2. dissolutionthe residue was dissolved in dry ethanol
  3. customevaporated again

Sources & evidence

ORD record
ord-46a9d50ef83e40a59fa83da67269571f
Source dataset
uspto-grants-1987_10
Patent number
US04703054

Reaction notes

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