3,3'-(Dodecylazanediyl)dipropanenitrile → N,N-Bis(3-aminopropyl)dodecylamine

HRID 74712Notes

Reaction equation

HRID 74712 reaction equation
[C:1]([CH2:3][CH2:4][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:6][CH2:7][C:8]#[N:9])#[N:2].[H][H]>O1CCOCC1>[NH2:2][CH2:1][CH2:3][CH2:4][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:6][CH2:7][CH2:8][NH2:9]

Participants

4

Reactant 2

HCID 108274483,3'-(Dodecylazanediyl)dipropanenitrileHCID 178418361HCID 178418361, compound2×

Product 1

HCID 75407N,N-Bis(3-aminopropyl)dodecylamineYield 103.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

19.7 g of N,N-bis(2-cyanoethyl)dodecylamine, 1.97 g of RaneyCo, 80 ml of 1,4-dioxane was charged to an autoclave, and hydrogen addition reaction was carried out by supplying hydrogen at an initial pressure of 8.2 MPa at 120° C. for 2 hours. After removing a catalyst by filtration, the obtained filtrate was concentrated and dried to obtain 21.0 g of a target compound as pale red oily product. The same procedure was carried out to obtain a total amount of 40.8 g of the target compound as a pale red oily product.

Workup

  1. customat 120° C.
  2. customfor 2 hours
  3. customAfter removing a catalyst
  4. filtrationby filtration
  5. concentrationthe obtained filtrate was concentrated
  6. customdried

Sources & evidence

ORD record
ord-66fecf2d1b43434b8e45e17a174e0254
Source dataset
uspto-grants-2014_09
Patent number
US08830811B2

Reaction notes

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