Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Study on Bis-cyanoethylation of Fatty Amines. I
Synthesis of Bis- (β-cyanoethyl) -cetylamine
Seimei NITANAIYasuo SAITO
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1963 Volume 12 Issue 3 Pages 154-158

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Abstract
In this paper, authors report study on method of synthesis of bis- (β-cyanoethyl) -alkylamine in cyanoethylation of cetylamine.
As the experimental terms, authors picked up the molratio of acrylonitrile to amine, the reaction temperature and the reaction time at non-solvent and especially in solvent to investigate whether these terms have the influence for the composition of products.
As a result, consequently, authors obtained the following conclusion. The yield of biscyanoethylate was 97% under the condition, using twice methanol or methanol containing water by weight for amine and three mol of acrylonitrile fo one mol of amine at reaction temperature of 70°C and for 12 hr reaction time. In case of ethanol, under the same condition above-mentioned, the yield was 50%, and it was 92% after 48 hr. When benzene and toluene was used instead of methanol, biscyanoethylate was formed little. Reaction in alkaline methanol by NaOH was also the same. At non-solvent, the reaction rate of biscyanoethylate was very slow. In any cases mentioned above, the reaction rate of monocyanoethylate was extremely fast.
Viewed from these results, authors believe that the reaction in polar solvent is very effective and useful in biscyanoethylation of cetylamine.
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