Ethyl bromoacetate → HCID 15096135, compound

HRID 703929

Reaction equation

HRID 703929 reaction equation
[OH-].[K+].[CH3:3][N:4]1[C:10](=[O:11])[NH:9][C:7](=[O:8])[C:5]1=[O:6].Br[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(O)C>[CH3:3][N:4]1[C:5](=[O:6])[C:7](=[O:8])[N:9]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:10]1=[O:11]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 14797Potassium HydroxideHCID 1231961-Methylimidazolidine-2,4,5-trione

Product 1

HCID 15096135HCID 15096135, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.7 g of potassium hydroxide was dissolved in 150 ml of ethanol. 5.1 g of 1-methylparabanic acid and 10 ml of ethyl bromoacetate were added thereto and the solution was heated under reflux for 6 hours. After cooling, the insoluble substance was filtered off and ethanol was distilled away. The residue was dissolved in ethyl acetate, washed with 5% sodium carbonate and brine, dried over anhydrous sodium sulfate, and passes through silica gel column. Ethyl acetate was distilled away and the residue was recrystallized from hexane to give 3.1 g of ethyl 1-methyl-2,4,5-trioxoimidazolidine-3-acetate (Compound 1).

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for 6 hours
  3. temperatureAfter cooling
  4. filtrationthe insoluble substance was filtered off
  5. distillationethanol was distilled away
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. washwashed with 5% sodium carbonate and brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationEthyl acetate was distilled away
  10. customthe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-4a97184646504d71b11183fd09f9e8fb
Source dataset
uspto-grants-1991_01
Patent number
US04985453

Linked notes

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