Diethanolamine → 1,4-Piperazinediethanol

HRID 2166462Notes

Reaction equation

HRID 2166462 reaction equation
[NH:1]([CH2:5][CH2:6]O)[CH2:2][CH2:3][OH:4]>CC(C)=O>[OH:4][CH2:3][CH2:2][N:1]1[CH2:6][CH2:5][N:1]([CH2:2][CH2:3][OH:4])[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 8113Diethanolamine

Product 1

HCID 671511,4-PiperazinediethanolYield 40.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
210 °C

Procedure

N,N'-tetra-(2-hydroxyethyl)oxamide (2.64 g, 0.01 mol) and diethanolamine (2.10 g, 0.02 mol) are charged in a reaction flask equipped as described in Example 1 and the reaction mixture is heated to 210° C. for 20 hours. Acetone (15 ml) is then added and the precipitate is recovered by filtration and recrystallized from acetone. N,N'-bis-(2-hydroxyethyl)-piperazine (0.7 g) is thus obtained with a yield on N,N'-tetra(2-hydroxyethyl)oxamide of 40.2%, calculated on the starting diethanolamine.

Workup

  1. customequipped
  2. filtrationthe precipitate is recovered by filtration
  3. customrecrystallized from acetone

Sources & evidence

ORD record
ord-bd1f7313f3fa459387a246b6162285c9
Source dataset
uspto-grants-1990_07
Patent number
US04945161

Reaction notes

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