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

HRID 1852322Notes

Reaction equation

HRID 1852322 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5]([NH2:10])[CH2:6][CH2:7][CH2:8][NH2:9]>>[NH2:9][CH2:8][CH2:7][CH2:6][CH2:5][NH:10][CH2:3][CH2:2][C:1]#[N:4]

Participants

3

Reactant 2

HCID 1045PutrescineHCID 7855Acrylonitrile

Product 1

HCID 125483743-((4-Aminobutyl)amino)propanenitrileYield 42.8%

Procedure

Acrylonitrile (5.08 g, 0.096 mol) was added to ice bath-cooled 1,4-butanediamine (8.44 g, 0.096 mol) in 30 min. The resulting mixture was stirred for 2 h at RT, heated to 50° C. for further 3 h and finally let stirring at RT overnight. After Kugelrohr distillation colourless oil was obtained (5.80 g, 0.041 mol, yield 42.8%).

Workup

  1. temperatureheated to 50° C. for further 3 h
  2. stirringfinally let stirring at RT overnight
  3. distillationAfter Kugelrohr distillation colourless oil
  4. customwas obtained (5.80 g, 0.041 mol, yield 42.8%)

Sources & evidence

ORD record
ord-11e3b51510684bf98b1784246472685f
Source dataset
uspto-grants-2015_02
Patent number
US08961927B2

Reaction notes

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