Abstract:
A new safe synthesis of α-nitro ketone salts via alkaline hydrolysis of 2-morpholino-1-nitroalkenes has been developed. The salts were introduced into the reactions of diazotization and heterocyclization. Crystal structures of new 2-morpholino-1-nitrobut-1-ene and 6-ethyl-5-nitro-4phenyl-3,4-dihydropyrimidin-2-one have been determined.
Citation:
V. L. Rusinov, R. A. Drokin, D. V. Tiufiakov, E. K. Voinkov, E. N. Ulomsky, “Synthesis and properties of the salts of 1-nitropropan-2-one and 1-nitrobutan-2-one”, Mendeleev Commun., 30:2 (2020), 177–179
Linking options:
https://www.mathnet.ru/eng/mendc1139
https://www.mathnet.ru/eng/mendc/v30/i2/p177
This publication is cited in the following 5 articles:
D. N. Lyapustin, V. V. Fedotov, E. N. Ulomsky, V. L. Rusinov, O. N. Chupakhin, “Recent advances in the chemistry of two-carbon nitro-containing synthetic equivalents”, Russian Chem. Reviews, 92:4 (2023), RCR5077
Daniil N. Lyapustin, Svetlana K. Kotovskaya, Ilya I. Butorin, Evgeny N. Ulomsky, Vladimir L. Rusinov, Denis A. Babkov, Alexander A. Pokhlebin, Alexander A. Spasov, Vsevolod V. Melekhin, Maria D. Tokhtueva, Anna V. Shcheglova, Oleg G. Makeev, “CK2 Inhibition and Antitumor Activity of 4,7-Dihydro-6-nitroazolo[1,5-a]pyrimidines”, Molecules, 27:16 (2022), 5239
Roman A. Drokin, Dmitrii V. Tiufiakov, Egor K. Voinkov, Pavel A. Slepukhin, Evgeny N. Ulomsky, Yana L. Esaulkova, Alexandrina S. Volobueva, Kristina S. Lantseva, Mariya A. Misyurina, Vladimir V. Zarubaev, Vladimir L. Rusinov, “Methods of Synthesis and Antiviral Activity of New 4-Alkyl-3-Nitro-1,4-Dihydroazolo[5,1-c][1,2,4]Triazin-4-ols”, Chem Heterocycl Comp, 57:4 (2021), 473
Daniil N. Lyapustin, Evgeny N. Ulomsky, Ilya A. Balyakin, Alexander V. Shchepochkin, Vladimir L. Rusinov, Oleg N. Chupakhin, “Oxidative Aromatization of 4,7-Dihydro-6-nitroazolo[1,5-a]pyrimidines: Synthetic Possibilities and Limitations, Mechanism of Destruction, and the Theoretical and Experimental Substantiation”, Molecules, 26:16 (2021), 4719
Daniil N. Lyapustin, Evgeny N. Ulomsky, Vladimir L. Rusinov, “6-Nitro-4,7-dihydroazolo [1,5-a]pyrimidines: an alternative mechanism of formation and studies of alkylation”, Chem Heterocycl Comp, 56:11 (2020), 1465