Ethylenediamine → N-(2-Aminoethyl)-2-methylpropanamide

HRID 1588820Notes

Reaction equation

HRID 1588820 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[C:5](OC)(=[O:9])[CH:6]([CH3:8])[CH3:7]>>[C:5]([NH:3][CH2:2][CH2:1][NH2:4])(=[O:9])[CH:6]([CH3:8])[CH3:7]

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 11039Methyl isobutyrate

Product 1

HCID 12681828N-(2-Aminoethyl)-2-methylpropanamideYield 76%

Conditions

Temperature
80 °C

Procedure

A mixture of ethylenediamine (308 g) and methyl isobutyrate (87.15 g) was stirred at 80° C. for 15 hours. After removal of excess ethylenediamine under reduced pressure, the residue was dissolved in ethyl acetate (100 ml). Insoluble material was filtered off and the filtrate was concentrated and distilled to give N-isobutyrylethylenediamine (84.45 g).

Workup

  1. customAfter removal of excess ethylenediamine under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (100 ml)
  3. filtrationInsoluble material was filtered off
  4. concentrationthe filtrate was concentrated
  5. distillationdistilled

Sources & evidence

ORD record
ord-1b3c6e3b0e8747ac9507080fbf6c94a7
Source dataset
uspto-grants-1993_06
Patent number
US05223489

Reaction notes

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