Ammonia → Ammonia

HRID 1647929Notes

Reaction equation

HRID 1647929 reaction equation
[NH3:1].[C:2](#[N:5])[CH:3]=[CH2:4].[C:6](#[N:9])[CH:7]=[CH2:8].N>O>[NH3:5].[C:6](#[N:9])[CH:7]=[CH2:8].[NH2:5][CH2:2][CH2:3][C:4]#[N:9].[C:2]([CH2:3][CH2:4][NH:9][CH2:6][CH2:7][C:8]#[N:1])#[N:5]

Participants

8

Reactant 3

HCID 222Ammonia2×HCID 7855AcrylonitrileHCID 2048306193455-66-4

Product 4

HCID 222AmmoniaHCID 16473-AminopropionitrileHCID 7855AcrylonitrileHCID 81493,3'-Iminodipropionitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Furthermore, it is known that the addition of protic solvents has an advantageous effect on the chemical addition of NH3 to acrylonitrile. The addition of steam to the acrylonitrile-ammonia mixture is described, for example, in Chem. Abstr. Vol. 83, 26,879. Usually however, aqueous ammonia is used at temperatures ranging from 80° to 130° C. At a ratio of ammonia:acrylonitrile:water of from 5 to 15:1:5 to 20 there is obtained 3-aminopropionitrile besides bis(2-cyanoethyl)amine in yields of from 57 to 80% (eg U.S. Pat. No. 3,935,256--62%, DE-A 2,436,651--70%, U.S. Pat. No. 2,448,013--78%, U.S. Pat. No. 2,819,303--59%, Org. Syn. 27, 3 to 5 (1947)--57%).

Workup

  1. additionFurthermore, it is known that the addition of protic solvents
  2. customranging from 80° to 130° C

Sources & evidence

ORD record
ord-3fda6a8c88de402eb5c5cdb95fa71c6a
Source dataset
uspto-grants-1995_07
Patent number
US05434291

Reaction notes

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