1,2-Diaminocyclohexane → Acrylonitrile

HRID 262023Notes

Reaction equation

HRID 262023 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8].[C:9](#[N:12])[CH:10]=[CH2:11]>>[C:9]([CH2:10][CH2:11][NH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8])#[N:12].[C:2](#[N:1])[CH:3]=[CH2:4]

Participants

4

Reactant 2

HCID 46101,2-DiaminocyclohexaneHCID 7855Acrylonitrile

Product 2

HCID 7855AcrylonitrileHCID 18410382HCID 18410382, compound

Procedure

1,2-Diaminocyclohexane (1) is cyanoethylated with acrylonitrile in the presence of an acid catalyst (Equation 1). With one mole ##STR7## of acrylonitrile the monocyanoethylated product, N-(2-cyanoethyl)-1,2-diaminocyclohexane, (2) is formed, whereas two moles of acrylonitrile react to give the dicyanoethylated product, N,N'-di-(2-cyanoethyl)-1,2-diaminocyclohexane, (3).

Sources & evidence

ORD record
ord-48d32e7ebbad42939dbcc5d62566057e
Source dataset
uspto-grants-1979_05
Patent number
US04153567

Reaction notes

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