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SYNTHESIS OF 1- AND 5-(PYRAZOLYL)TETRAZOLE AMINO AND NITRO DERIVATIVES

Игорь Л. Далингер, Александр В. Корманов, Ирина А. Вацадзе, Ольга B. Серушкина, Татьяна К. Шкинева, Кирилл Ю. Супоницкий, Алла Н. Пивкина, Шереметев А. Борисович
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Abstract


Regioselective introduction of nitro groups was studied in the case of pyrazoles containing a 1- or 5-tetrazole substituent at position 3(5). All the possible isomeric С-mononitropyrazoles were synthesized. The reduction of these compounds gave the respective 3(5)-amino-5(3)-tetrazolylpyrazoles, which were nitrated to 3(5)-nitramino-4-nitro-5(3)-tetrazolylpyrazoles. The reaction of 1-(nitropyrazol-3(5)-yl)tetrazoles with hydroxylamine-О-sulfonic acid produced the respective N-amino derivatives.

Authors: Igor L. Dalinger*, Alexandr V. Kormanov, Irina A. Vatsadze, Olga V. Serushkina, Tatyana K. Shkineva, Kyrill Yu. Suponitsky, Alla N. Pivkina, Aleksei B. Sheremetev


Keywords


nitropyrazole; tetrazole; N-amination; multinuclear NMR; nitration; reduction; regioselectivity; X-ray structural analysis

Full Text: PDF (Russian) Supplementary File(s): Supporting information (914KB)


 

 

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