Glyoxal → 1,4-Dimethylpiperazin-2-one

HRID 35730

Reaction equation

HRID 35730 reaction equation
[CH:1]([CH:3]=O)=[O:2].[CH3:5][NH:6][CH2:7][CH2:8][NH:9][CH3:10]>O>[CH3:5][N:6]1[CH2:7][CH2:8][N:9]([CH3:10])[CH2:3][C:1]1=[O:2]

Participants

4

Reactant 2

HCID 7860GlyoxalHCID 8070N,N'-Dimethylethylenediamine

Product 1

HCID 134495611,4-Dimethylpiperazin-2-oneYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 10 g (69.0 mmoles) of 40 percent glyoxal and 200 ml of distilled water is rapidly added 6.1 g (69.0 mmoles) of N,N'-dimethylethylenediamine. The solution is heated rapidly to reflux and heating maintained for 5 minutes. The dark brown solution is allowed to cool to room temperature and is then evaporated at 60° C. under water pump vacuum to a viscous brown oil. The oil is distilled in a short path distillation apparatus to yield 8.2 g (93 percent yield) of 1,4-dimethylpiperazin-2-one in the form of a yellow oil. Purity is greater than 99 percent by capillary gas chromatograph.

Workup

  1. temperatureThe solution is heated rapidly
  2. temperatureto reflux
  3. temperatureheating
  4. temperaturemaintained for 5 minutes
  5. customis then evaporated at 60° C. under water
  6. distillationThe oil is distilled in a short path distillation apparatus

Sources & evidence

ORD record
ord-54fa6e31f456499383631172eb6e9555
Source dataset
uspto-grants-1988_08
Patent number
US04767860

Linked notes

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