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METHOD FOR SYNTHESIS OF 1,8-DIMETHYL-3,6-DIAZADIHOMOADAMANTANE-9,10-DIONE

机译:1,8-二甲基-3,6-二氮杂高锰金刚烷-9,10-二酮的合成方法

摘要

FIELD: organic chemistry, chemical technology.;SUBSTANCE: invention relates to a method for synthesis of 1,8-dimethyl-3,6-diazadihomoadmantane-9,10-dione. Compounds of class 3,6-diazadihomoadamantane-9,10-dione possess an antiviral effect comparable with antiviral effect of aminoadamantane, elicit strychnine-like activity and show bactericidal, fungicide and algicidic properties also. Proposed method for preparing 1,8-dimethyl-3,6-diazadihomoadamantane-9,10-dione involves interaction of 1,8-dimethyl-3,6,10,13-tetraazatetracyclo[8,4,1,18,1302,7]hexadeca-2,6-diene with water in the presence of hydrochloric acid and sodium nitrite at room temperature. The parent 1,8-dimethyl-3,6,10,13-tetraazatetracyclo[8,4,1,18,1302,7]hexadeca-2,6-diene is prepared in the condensation reaction of tetramethylenediethylenetetramine and 3,4-hexanedione in the presence of acetic acid in isopropyl alcohol medium at room temperature. Then the reaction mixture is neutralized with potash aqueous solution, water is evaporated under vacuum and solid residue is extracted with heptane. After recrystallization from heptane 1,8-dimethyl-3,5-diazadihomoadamantane-9,10-dione is prepared. The yield of the compound is 78%. Invention provides the development of available method of synthesis of 1,8-dimethyl-3,6-diazadihomoadamantane-9,10-dione.;EFFECT: improved method of synthesis.;1 ex
机译:技术领域本发明涉及一种合成1,8-二甲基-3,6-二氮杂双高金刚烷-9,10-二酮的方法。 3,6-二氮杂双金刚烷-9,10-二酮类化合物具有与氨基金刚烷类的抗病毒作用相当的抗病毒作用,引发类似士的宁的活性,并且还显示出杀菌,杀真菌和杀菌性能。提议的制备1,8-二甲基-3,6-二氮杂双金刚烷-9,10-二酮的方法涉及1,8-二甲基-3,6,10,13-四氮杂四环[8,4,1,1 的相互作用室温下,在盐酸和亚硝酸钠存在下,用水形成8,13 0 2,7 ]十六碳-2,6-二烯。母体1,8-二甲基-3,6,10,13-四氮杂双环[8,4,1,1 8,13 0 2,7 ] hexadeca-2在乙酸的存在下,在异丙醇介质中,于室温下,在亚甲基二亚乙基四胺和3,4-己二酮的缩合反应中制备1,6-二烯。然后将反应混合物用钾水溶液中和,在真空下将水蒸发并将固体残余物用庚烷萃取。从庚烷中重结晶后,制备1,8-二甲基-3,5-二氮杂双金刚烷-9,10-二酮。该化合物的产率为78%。本发明提供了可用的合成1,8-二甲基-3,6-二氮杂双金刚烷-9,10-二酮的方法的开发。效果:改进的合成方法。

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