Ethylenediamine → Ethylenediamine

HRID 259048Notes

Reaction equation

HRID 259048 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5]([NH2:8])[CH2:6][NH2:7]>>[CH2:5]([NH2:8])[CH2:6][NH2:7].[C:1]([CH2:2][CH2:3][NH:7][CH2:6][CH2:5][NH2:8])#[N:4]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 7855Acrylonitrile

Product 2

HCID 3301EthylenediamineHCID 89762Propanenitrile, 3-[(2-aminoethyl)amino]-

Procedure

In a suitable vessel 79.5 parts (1.5 moles of acrylonitrile was added dropwise with stirring to 270 parts (4.5 moles) of ethylenediamine over 90 minutes. After standing overnight the mixture was distilled under reduced pressure, yielding 184 parts of ethylenediamine, and 100.1 parts of N-cyanoethylethylenediamine. There remained undistilled 43 parts of residue. Boiling point of the N-cyanoethylethylenediamine was 162°-171° C. at 55 mm abs. pressure.

Workup

  1. distillationthe mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-fb6fe7eb1ea9410d94e54662a5c3dc60
Source dataset
uspto-grants-1977_07
Patent number
US04036585

Reaction notes

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