Propanenitrile, 3,3',3'',3'''-(1,2-ethanediyldinitrilo)tetrakis- → 1,3-Propanediamine, N,N''-1,2-ethanediylbis[N-(3-aminopropyl)-

HRID 1805765Notes

Reaction equation

HRID 1805765 reaction equation
[C:1]([CH2:3][CH2:4][N:5]([CH2:17][CH2:18][C:19]#[N:20])[CH2:6][CH2:7][N:8]([CH2:13][CH2:14][C:15]#[N:16])[CH2:9][CH2:10][C:11]#[N:12])#[N:2].[H][H]>O1CCOCC1>[NH2:12][CH2:11][CH2:10][CH2:9][N:8]([CH2:13][CH2:14][CH2:15][NH2:16])[CH2:7][CH2:6][N:5]([CH2:17][CH2:18][CH2:19][NH2:20])[CH2:4][CH2:3][CH2:1][NH2:2]

Participants

4

Reactant 2

HCID 3084891Propanenitrile, 3,3',3'',3'''-(1,2-ethanediyldinitrilo)tetrakis-HCID 178418361HCID 178418361, compound

Product 1

HCID 785901,3-Propanediamine, N,N''-1,2-ethanediylbis[N-(3-aminopropyl)-Yield 96.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5.00 g of N,N,N′,N′-tetrakis(2-cyanoethyl)ethylenediamine, 0.50 g of Raney Co and 50 mL of dioxane were charged in an autoclave and a hydrogenation reaction was carried out at an initial hydrogen pressure of 8.0 MPa at 100° C. for 2 hours. After the catalyst was removed by filtration, the filtrate was concentrated to dryness to give 5.09 g of the title compound as a pale red oil.

Workup

  1. customa hydrogenation reaction
  2. customAfter the catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-25f841ad48ee431aacabc9f2d08cab62
Source dataset
uspto-grants-2013_01
Patent number
US08354529B2

Reaction notes

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