Abstract:
The 1,3- and 1,4-bis(3-nitrofurazan-4-yl)benzenes have been synthesized by dehydration of 1,3- and 1,4-bis(2-aminoglyoximo- 1-yl)benzenes followed by oxidation of amino groups. The 1,3- and 1,4-bis(3-nitrofuroxan-4-yl)benzenes have been prepared by nitrozylation of tetrapotassium salts of 1,3- and 1,4-bis(2,2-dinitro-1-oximinoethyl)benzenes and thermally isomerized to 1,3- and 1,4-bis(4-nitrofuroxan-3-yl)benzenes.
Document Type:
Article
Language: English
Citation:
I. V. Ovchinnikov, A. O. Finogenov, M. A. Epishina, Yu. A. Strelenko, N. N. Makhova, “Synthesis of 1,3- and 1,4-bis(3-nitrofurazan-4-yl)benzenes and isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes”, Mendeleev Commun., 19:4 (2009), 217–219
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https://www.mathnet.ru/eng/mendc3175
https://www.mathnet.ru/eng/mendc/v19/i4/p217
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Zhen Xu, Guangbin Cheng, Hongwei Yang, Xuehai Ju, Ping Yin, Jiaheng Zhang, Jean'ne M. Shreeve, “A Facile and Versatile Synthesis of Energetic Furazan‐Functionalized 5‐Nitroimino‐1,2,4‐Triazoles”, Angew Chem Int Ed, 56:21 (2017), 5877
Zhen Xu, Guangbin Cheng, Hongwei Yang, Xuehai Ju, Ping Yin, Jiaheng Zhang, Jean'ne M. Shreeve, “A Facile and Versatile Synthesis of Energetic Furazan‐Functionalized 5‐Nitroimino‐1,2,4‐Triazoles”, Angewandte Chemie, 129:21 (2017), 5971
Leonid L. Fershtat, Alexander A. Larin, Margarita A. Epishina, Alexander S. Kulikov, Igor V. Ovchinnikov, Ivan V. Ananyev, Nina N. Makhova, “Regioselective synthesis of bifuroxanyl systems with the 3-nitrobifuroxanyl core via a one-pot acylation/nitrosation/cyclization cascade”, Tetrahedron Letters, 57:38 (2016), 4268
Leonid L. Fershtat, Ivan V. Ananyev, Nina N. Makhova, “Efficient assembly of mono- and bis(1,2,4-oxadiazol-3-yl)furoxan scaffolds via tandem reactions of furoxanylamidoximes”, RSC Adv., 5:58 (2015), 47248
Leonid L. Fershtat, Marina I. Struchkova, Alexander S. Goloveshkin, Ivan S. Bushmarinov, Nina N. Makhova, “Dinitrogen Trioxide-Mediated Domino Process for the Regioselective Construction of 4-Nitrofuroxans from Acrylic Acids”, Heteroatom Chem., 25:4 (2014), 226
D. E. Dmitriev, Yu. A. Strelenko, A. B. Sheremetev, “NMR spectroscopic study of 3-nitrofurazans”, Russ Chem Bull, 62:2 (2013), 504
Yanan Li, Zhizhong Zhang, Zhongxue Ge, Bozhou Wang, Weipeng Lai, Yifen Luo, “Study of Furoxan Derivatives for Energetic Applications”, Chin. J. Chem., 31:4 (2013), 520
N. N. Makhova, A. S. Kulikov, “Advances in the chemistry of monocyclic amino- and nitrofuroxans”, Russian Chem. Reviews, 82:11 (2013), 1007–1033
A. O. Finogenov, M. A. Epishina, I. V. Ovchinnikov, A. S. Kulikov, I. V. Anan'ev, N. N. Makhova, “Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes”, Russ Chem Bull, 60:2 (2011), 339
I. V. Ovchinnikov, A. O. Finogenov, M. A. Epishina, A. S. Kulikov, Yu. A. Strelenko, N. N. Makhova, “Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans”, Russ Chem Bull, 58:10 (2009), 2137
Igor V. Ovchinnikov, Alexey O. Finogenov, Margarita A. Epishina, Yuri A. Strelenko, Nina N. Makhova, “ChemInform Abstract: Synthesis of 1,3‐ and 1,4‐Bis(3‐nitrofurazan‐4‐yl)benzenes and Isomeric 1,3‐ and 1,4‐Bis[3(4)‐nitrofuroxan‐4(3)‐yl]benzenes.”, ChemInform, 40:51 (2009)
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