Russian Journal of General Chemistry ( IF 0.9 ) Pub Date : 2021-07-30 , DOI: 10.1134/s1070363221060037 A. O. Kurskova 1 , K. A. Frolov 1 , S. G. Krivokolysko 1, 2 , V. V. Dotsenko 3, 4 , N. A. Aksenov 4 , I. V. Aksenova 4 , S. V. Shcherbakov 4 , S. N. Ovcharov 4 , D. S. Krivokolysko 2
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Abstract
Sequential reaction of cyclohexanone with malononitrile and 2-aminopropene-1,1,3-tricarbonitrile in the presence of potassium hydroxide or sodium ethylate in ethanol gave 4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1,5-dicarbonitrile. The latter reacted with primary amines and an excess of formaldehyde to form new 2-(dicyanomethylene)-3,7-diazaspiro[bicyclo[3.3.1]non-3-ene-9,1′-cyclohexane]-1.5-dicarbonitrile derivatives. Contrary to the literature data, the reaction of cyclohexanone with 2-aminopropene-1,1,3-tricarbonitrile in benzene in the presence of piperidine and glacial acetic acid led to the formation of 2,4-diamino-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile.
中文翻译：
4-亚氨基-2-(二氰基亚甲基)-3-氮杂螺[5.5]十一烷-1,5-二甲腈的合成、结构和氨基甲基化新方法
摘要
环己酮与丙二腈和 2-aminopropene-1,1,3-tricarbonitrile 在氢氧化钾或乙醇钠的存在下在乙醇中连续反应得到 4-imino-2-(dicyanomethylene)-3-azaspiro[5.5]undecane-1， 5-二腈。后者与伯胺和过量的甲醛反应生成新的2-(二氰基亚甲基)-3,7-二氮杂螺[双环[3.3.1]非3-烯-9,1'-环己烷]-1.5-二甲腈衍生物. 与文献数据相反，在哌啶和冰醋酸存在下，环己酮与 2-氨基丙烯-1,1,3-三甲腈在苯中反应生成 2,4-二氨基-5,6,7， 8-四氢萘-1,3-二甲腈。
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