Abstract:
N-Acetonylation of 5(3)-(1H-tetrazol-1-yl)-3(5)-nitro-1H-pyrazole with bromoacetone in the presence of NaHCO3 at 60°C gave, along with expected isomeric N-acetonyl derivatives, a tricyclic product of the intramolecular electrophilic attack at the carbon atom of the tetrazole cycle.
Document Type:
Article
Language: English
Citation:
A. V. Kormanov, T. K. Shkineva, I. L. Dalinger, “Acetonylation of 5(3)-(1H-tetrazol-1-yl)-3(5)-nitro-1H-pyrazole”, Mendeleev Commun., 27:5 (2017), 462–463
Linking options:
https://www.mathnet.ru/eng/mendc2027
https://www.mathnet.ru/eng/mendc/v27/i5/p462
This publication is cited in the following 7 articles:
T. E. Khoranyan, P. K. Gushchina, K. Yu. Suponitsky, I. L. Dalinger, “N-Acetonylnitropyrazolecarboxylic acids in the selective synthesis of N-acetonyl-3-R-5-nitropyrazolyl-1,2,4-oxadiazoles”, Russ Chem Bull, 73:5 (2024), 1362
Vladimir V. Burmistrov, Christophe Morisseau, Tatyana K. Shkineva, Dmitry V. Danilov, Boris Gladkikh, Gennady M. Butov, Robert R. Fayzullin, Tatyana Ya. Dutova, Bruce D. Hammock, Igor L. Dalinger, “Adamantyl-ureas with pyrazoles substituted by fluoroalkanes as soluble epoxide hydrolase inhibitors”, Journal of Fluorine Chemistry, 266 (2023), 110087
Igor L. Dalinger, Tatyana K. Shkineva, Irina A. Vatsadze, Alexandr V. Kormanov, Andrei M. Kozeev, Kyrill Yu. Suponitsky, Alla N. Pivkina, Aleksei B. Sheremetev, “Novel energetic CNO oxidizer: Pernitro-substituted pyrazolyl-furazan framework”, FirePhysChem, 1:2 (2021), 83
V. A. Panova, M. K. Korsakov, A. A. Shetnev, S. I. Filimonov, “Synthesis of substituted 5-hydroxypyrazolo[1,5-a]quinoxalin-4-ones”, Mendeleev Commun., 29:1 (2019), 114–115
D. B. Lempert, A. I. Kazakov, S. I. Soglasnova, I. L. Dalinger, A. B. Sheremetev, “Energetic abilities of nitro derivatives of isomeric (pyrazol-3-yl)tetrazoles as components of solid composite propellants”, Russ Chem Bull, 67:9 (2018), 1580
Igor L. Dalinger, Aleksandr V. Kormanov, Kyrill Yu. Suponitsky, Nikita V. Muravyev, Aleksei B. Sheremetev, “Pyrazole–Tetrazole Hybrid with Trinitromethyl, Fluorodinitromethyl, or (Difluoroamino)dinitromethyl Groups: High‐Performance Energetic Materials”, Chemistry — An Asian Journal, 13:9 (2018), 1165
D. P. Zarezin, O. I. Shmatova, V. G. Nenajdenko, “Synthesis of chiral α-(tetrazol-1-yl)-substituted carboxylic acids”, Mendeleev Commun., 28:4 (2018), 364–365