有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
高級脂肪族誘導体の新合成法に関する研究
寺村 一広小田 良平
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1960 年 18 巻 12 号 p. 895-899

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For mono-alkylation of amino group in aromatic primary amines, it is necessary to use a special alkylating method and alkylating agent. The object is easily attainable by use of W-2 Raney Ni. Namely, heating of aniline in higher alcohol at 120-130°C in the presence of W-2 Raney Ni catalyst givesN-higher alkylaniline with comparatively good yield. This reaction is useful for syntheses of intermediates of surface-active agent and textile auxiliarity. Summaries on Report II.
N-Dodecyl urethane was synthesized by the condensation of dodecylamine and ethyl chloroformate, and interesterification between this and ethylenebromohydrin gave bromomethyl N-dodecylcarbamate. Cyclization of this bromomethyl N-dodecylcarbamate in the presence of alkali condensation agent gave an objective N-dodecyloxazolidone. Also, heating of N-dodecyloxazolidone in vacuo caused its decomposition with the liberation of CO2and gave a polymer.
Summaries on Report III. 6-Undecy1-2, 4-diamino-1, 3, 5-triazine was synthesized by heating lauronitrile and dicyandiamide in Ethyl Cellosolve.Similarly, 6-lauroylaminoethy1-2, 4-diamino-1, 3, 5-triazine was obtained from lauroylaminopropionitrile and dicyandiamide.The amino group in these diaminotriazines having long alkyl group can easily be hydroxymethylated with formalin and these are useful for permanent softening and water-proofing of textiles as they have the property of combining with the hydroxyl group in cellulose.

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