Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Investigation for the Amine Value and Synthesis of N, N, N', N'-Tetra (β-cyanoethyl) -hexamethylene-diamine
Studies on Bis-cyanoethylation of Fatty Amine. IV.
Seimei NITANAI
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1964 Volume 13 Issue 7 Pages 369-373

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Abstract
This paper deals with the reaction of hexamethylene diamine with acrylonitrile and synthesis of tetracyanoethylate at a high yield. In this experiment, the same method of cyanoethylation of primary fatty amine was used as reported in previous papers.
As a result, it was found that the reaction carried out in polar solvent was effective in the tetra-cyanoethylation of hexamethylene diamine.
N, N, N', N'-tetra (β-cyanoethyl) -hexamethylene diamine was obtained in stoichiometric quantity under the optimum condition that mixture of 6 mols of acrylonitrile per mol of the amine and 2 parts of methanol per part of the amine was refluxed at the reaction temperature of 70°C in atmospheric pressure and maintained for 24hrs.
Furthermore, it was found possible to pursue for the primary, secondary and tertiary amino radical respectively by measuring T.A.V. and P.A.V. of the reaction mixture.
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