Synthesis and structures of pyridoannelated 1,2,3,4-tetrazine 1,3-dioxides |
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| Authors: | V. A. Tartakovsky I. E. Filatov A. M. Churakov S. L. Ioffe Yu. A. Strelenko V. S. Kuz’min G. L. Rusinov K. I. Pashkevich |
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| Affiliation: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, 20/22 ul. Akademicheskaya/S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation |
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| Abstract: | Treatment of 2- and 4-amino-3-(tert-butyl-NNO-azoxy)pyridines with nitrating agents (N2O5or NO2BF4) afforded the first representatives of pyridoannelated 1,2,3,4-tetrazine di-N-oxides, viz., pyrido[2,3-e][1,2,3,4]tetrazine 1,3-dioxide (9), 7-nitropyrido[2,3-e][1,2,3,4]tetrazine 1,3-dioxide (10), and pyrido[3,4-e][1,2,3,4]tetrazine 2,4-dioxide (11). These compounds were studied by 1H, 13C, and 14N NMR spectroscopy. The 1:1 complex of compound 10 with benzene was studied by X-ray diffraction analysis.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2471–2477, November, 2004. |
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| Keywords: | nitrogen heterocycles pyridines 1,2,3,4-tetrazines N-oxides of heterocycles 1H, 13C, 14N, and 15N NMR spectroscopy X-ray diffraction analysis |
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