<i>N</i>-[2,2-BIS(METHOXY-<i>NNO</i>-AZOXY)ETHYL]PYRAZOLES

Authors

  • Игорь Н. Зюзин Institute for Problems of Chemical Physics, Russian Academy of Sciences, 1 Akademika Semenova Ave., Chernogolovka 142432
  • Кирилл Ю. Супоницкий . N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991
  • Игорь Л. Далингер N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991

DOI:

https://doi.org/10.1007/3827

Keywords:

alkoxy-NNO-azoxy compounds, 2, 2-bis(methoxy-NNO-azoxy)ethyl group, 3, 4-dinitropyrazole, 3-nitropyrazole, 4-nitropyrazole, pyrazole, 1H NMR spectroscopy, 13C NMR spectroscopy, 15N NMR spectroscopy, regioselectivity, X-ray structural analysis

Abstract

The reaction of 2,2-bis(methoxy-NNO-azoxy)ethanol nitrate with pyrazole, 3-nitropyrazole, 4-nitropyrazole, or 3,4-dinitropyrazole allowed to obtain the respective N-[2,2-bis(methoxy-NNO-azoxy)ethyl]pyrazoles. In the case of 3-nitropyrazole, only the 3-nitro isomer was formed, while alkylation of 3,4-dinitropyrazole led to a mixture of 3,4- and 4,5-dinitro isomers in 7:1 ratio, which was difficult to separate. The obtained pyrazoles were characterized by 1H, 13C, and 15N NMR spectroscopy. X-ray structural studies were performed for the synthesized 3-NO2, 4-NO2, and 3,4-(NO2)2 derivatives.

Authors: Igor N. Zyuzin*, Kirill Yu. Suponitsky, Igor L. Dalinger

Author Biography

Игорь Н. Зюзин, Institute for Problems of Chemical Physics, Russian Academy of Sciences, 1 Akademika Semenova Ave., Chernogolovka 142432

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Published

2017-08-17

Issue

Vol. 53 No. 6/7 (2017): Heterocycle-based energetic materials

Section

Original Papers