Syntheses of Tetra- (β-cyanoethyl) -ethylene-diamine and Nonamethylene-diamine:Studies on Bis-cyanoethylation of Fatty Amines. V.

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In this paper, the synthesis of tetracyanoethylate in the reaction of ethylene diamine or nonamethylene diamine with acrylonitrile were studied.<BR>Molratio of acrylonitril to amine, solvents, weight ratio of solvent to amine, reaction temperature and reaction time were investigated.<BR>As a result, it was found that the reaction carried out in methanol containing water was effective in the tetra-cyanoethylation of ethylene diamine, that the reaction carried out in methanol or methanol containing water were very effective in the tetra-cyanoethylation of nonamethylene diamine, and that the reactivity in cyanoethylation varied with the length of carbon chain of diamines, but nonamethylene diamine indicated approximately the same reactivity as that of hexamethylene diamine which was reported in previous papers.<BR>N, N, N', N'-tetra (β-cyanoethyl) -alkylene diamine was obtained in stoichiometric quantity under the optimum condition that twice methanol or methanol containing water by weight for the amine and six moles of acrylonitrile to one mol of amine was refluxed at the reaction temperature of 70°C for 24hrs or 48hrs.
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