[1,2,5]Oxadiazolo[3,4-d]pyridazine 1,5,6-trioxides: efficient synthesis via the reaction of 3,4-bis(hydroxyimino)methyl)-1,2,5-oxadiazole 2-oxides with a mixture of concentrated nitric and trifluoroacetic acids and structural characterization |
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| Authors: | Vladimir A Ogurtsov Pavel V Dorovatovskii Yan V Zubavichus Victor N Khrustalev Artem N Fakhrutdinov Sergei G Zlotin Oleg A Rakitin |
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| Institution: | 1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia;2. National Research Center “Kurchatov Institute”, 123182 Moscow, Russia;3. Peoples’ Friendship University Russia (RUDN University), 117198 Moscow, Russia |
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| Abstract: | An efficient synthesis of 1,2,5]oxadiazolo3,4-d]pyridazine 1,5,6-trioxides (1) from 3,4-bis(hydroxyimino)methyl)-1,2,5-oxadiazole 2-oxides using a mixture of concentrated nitric and trifluoroacetic acids has been developed. The scope of the unconventional reaction was established. The 4,7-dinitro1,2,5]oxadiazolo3,4-d]pyridazine 1,5,6-trioxide 1f represents a new high energy compound, unfortunately with low thermal stability. The parent 1,2,5]oxadiazolo3,4-d]pyridazine 1,5,6-trioxide 1c was studied by single-crystal X-ray diffraction analysis which revealed a planar molecule with an unusually long intracyclic N | |
| Keywords: | 3 4-Bis(hydroxyimino)methyl)-1 2 5-oxadiazole 2-oxides Nitric acid Intermolecular interactions Synchrotron X-ray diffraction |
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