Putrescine → 3-((4-Aminobutyl)amino)propanenitrile

HRID 728067Notes

Reaction equation

HRID 728067 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6].[C:7](#[N:10])[CH:8]=[CH2:9]>>[C:7]([CH2:8][CH2:9][NH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH2:6])#[N:10]

Participants

3

Reactant 2

HCID 1045PutrescineHCID 7855Acrylonitrile

Product 1

HCID 125483743-((4-Aminobutyl)amino)propanenitrileYield 48.7%

Conditions

Temperature
100 °C

Procedure

To 1,4-diaminobutane (84.6 g) cooled with ice, acrylonitrile (50.9 g) was added dropwise. After the addition had been completed, the reaction mixture was stirred for 20 minutes under ice cooling, at 40° C. for one hour and at 100° C. for three hours in this order. The resultant mixture was purified by distillation under reduced pressure to obtain as colorless oil 1-(N-2-cyanoethyl)amino-4-aminobutane (66 g).

Workup

  1. additionwas added dropwise
  2. additionAfter the addition
  3. distillationThe resultant mixture was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-0f4bd37113a44e16896191f2d2b721ac
Source dataset
uspto-grants-1991_09
Patent number
US05047430

Reaction notes

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