Ethylenediamine → Propanenitrile, 3,3',3'',3'''-(1,2-ethanediyldinitrilo)tetrakis-
Reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH2:5]([NH2:8])[CH2:6][NH2:7]>>[C:1]([CH2:2][CH2:3][N:7]([CH2:3][CH2:2][C:1]#[N:4])[CH2:6][CH2:5][N:8]([CH2:3][CH2:2][C:1]#[N:4])[CH2:3][CH2:2][C:1]#[N:4])#[N:4]Participants
3
Conditions
- Temperature
- 80 °C
Procedure
53.03 g of acrylonitrile was dropwise added to an aqueous solution (50 ml) of 12.01 g of ethylenediamine under room temperature over 2 hours and the mixture was stirred at 80° C. for 2 hours. After excessive acrylonitrile was distilled off under reduced pressure, 100 mL of ethyl acetate was added thereto and the mixture was washed with water. The organic layer obtained by liquid separation was dried with anhydrous magnesium sulfate and the solvent was distilled off to give 46.56 g of the title compound as a colorless oil.
Workup
- distillationAfter excessive acrylonitrile was distilled off under reduced pressure, 100 mL of ethyl acetate
- additionwas added
- washthe mixture was washed with water
- customThe organic layer obtained by liquid separation
- dry with materialwas dried with anhydrous magnesium sulfate
- distillationthe solvent was distilled off
Sources & evidence
- ORD record
- ord-432cf8bb840f46d997da5dda4beed1de
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354529B2
Reaction notes
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