Object of investigation: diimidazo[1,5-a; 1’,5’-d]-pyrazine- 5,10-diones and mixed derivatives of the imidazole-4,5-dicarbonic acid. Aim of investigation: elucidation of peculiarities of heterocyclization of 1,6-disubstituted diimidazo[1,5-a; 1’,5’-d]pyrazine-5,10-dione (DIDKP) and mixed derivatives of the imidazole-4,5-dicarbonic acid. Methods of investigation and equipment: organic synthesis, IR-, NMR-spectroscopy, mass-spectrometry, elemental analysis, oncoming synthesis, X-ray analysis. Theoretical results and their novelty: For the first time it has been established, that at the interaction of dichloranhydride-4H,9H- diimidazo[1,5-a;1’,5’-d]-pyrazine-5,10-dione-1,6-dicarboxylic acid with benzene, toluene and mono halogenbenzenes the corresponding diketones are formed under conditions of Friedel-Crafts reaction: diketopiperazine cycle is kept at the reaction. Structure of products of interaction between DIDKP derivatives and nuclophiles is determined by the nature of the used nucleophile: the 4,5-disubstituted imidazoles are formed in case of O- and N-mononucleophiles, but DIDKP reaction with hydrazine and ?,?-diaminoalkanes is resulted in the formation of corresponding imidazo[4,5-d]-pyridazines and tetraazamacroheterocycles annelated with imidazole nuclei, 5-azidocarbonyl-4-R-amino-carbonyl-imidazoles transformation into derivatives of 1-acyl[1H]azepine in boiling benzene was used for the first time as an example for the demonstration that Curtius reaction could be realized by the stepped mode of action through the stage of formation of corresponding acylnitrenes. Practical results and their novelty: Preparative methods for the obtaining of new 1,6- disubstituted diimidazo[1,5-a; 1’,5’-d]pyrazine-5,10-dione, derivatives of 5-(4’-R-benzoyl)-, 5-aminoimidazole-4-carbonic acids and imidazole-4,5- dicarbonic acid, imidazo[4,5-c]furane, 1-R-xantines, imidazo[4,5-d]- pyridazine, imidazo[4,5-f]-1,4-diazocine, 16- and 18-membered tetraazamacroheterocycles, condensed with two imidazole nuclei have been obtained on the base of DIDKP derivatives. Subject and the degree of introduction: publications, reports at scientific conferences, application of work results in scientific-pedagogical practice of institutions of high education scientific research institutes of Ukraine.Efficiency of introduction is provided by development of preparative convenient methods for the synthesis of 1,6-disubstituted diimidazo[1,5-a; 1’,5’-d]-pyrazine-(4Н, 9Н)-5,10-diones and their derivatives. Sphere of use: chemistry.
