Synthesis of 1- and 5-(pyrazolyl)tetrazole amino and nitro derivatives

Synthesis of 1- and 5-(pyrazolyl)tetrazole amino and nitro derivatives Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2016, Volume: 52, Number: 12, Pages: 1025-1034 Pages count : 10 DOI: 10.1007/s10593-017-2003-2

Authors

Dalinger Igor L. ¹ , Kormanov Alexandr V. ¹ , Vatsadze Irina A. ¹ , Serushkina Olga V. ¹ , Shkineva Tatyana K. ¹ , Suponitsky Kyrill Yu. ² , Pivkina Alla N. ^3,4 , Sheremetev Aleksei B. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Acdemy of Sciences, 28 Vavilova St., Moscow 119991, Russia
3	N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 Kosygina St., Moscow 119991, Russia
4	National Research Nuclear University MEPhI, 31 Kashirskoe shosse, Moscow 115409, Russia

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 C-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-O-sulfonic acid produced the respective N-amino derivatives.

Dalinger I.L. , Kormanov A.V. , Vatsadze I.A. , Serushkina O.V. , Shkineva T.K. , Suponitsky K.Y. , Pivkina A.N. , Sheremetev A.B.
Synthesis of 1- and 5-(pyrazolyl)tetrazole amino and nitro derivatives
Chemistry of Heterocyclic Compounds. 2016. V.52. N12. P.1025-1034. DOI: 10.1007/s10593-017-2003-2 WOS Scopus OpenAlex

≡ Web of science:	WOS:000393034400008
≡ Scopus:	2-s2.0-85009742503
≡ OpenAlex:	W2578835696