METHOD FOR SYNTHESIS OF 1,8-DIMETHYL-3,6-DIAZADIHOMOADAMANTANE-9,10-DIONE Russian patent published in 2006 - IPC C07D487/18 

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[8,4,1,1^8,130^2,7]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[8,4,1,1^8,130^2,7]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.

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