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Mendeleev Communications, 2024, Volume 34, Issue 5, Pages 706–708
DOI: https://doi.org/10.1016/j.mencom.2024.09.026
(Mi mendc227)
 

Communications

An alternative synthesis of 7-amino-6-nitro-substituted azolo[1,5-a]pyrimidines

I. I. Butorina, O. A. Konovalovaa, P. A. Slepukhinb, S. K. Kotovskayaa, V. L. Rusinova

a Institute of Chemical Engineering, Ural Federal University, Ekaterinburg, Russian Federation
b I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
Abstract: New 7-amino-6-nitro-substituted [1,2,4]triazolo- and pyrazolo[1,5-a]pyrimidines were synthesized by an alternative strategy based on amino azoles and 2-nitro-3-(p-tolylamino)acrylonitrile. Unexpectedly, 3,5-dinitro-N-(p-tolyl)pyridine-2,6-diamine was formed when the starting 5-amino-1,2,4-triazoles contained NO2 or CF3 substituents.
Keywords: [1,2,4]triazolo[1,5-a]pyrimidines, pyrazolo[1,5-a]pyrimidines, nitro synthons, dinitropyridines, acrylonitrile, DFT.
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Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.9 Mb)


Citation: I. I. Butorin, O. A. Konovalova, P. A. Slepukhin, S. K. Kotovskaya, V. L. Rusinov, “An alternative synthesis of 7-amino-6-nitro-substituted azolo[1,5-a]pyrimidines”, Mendeleev Commun., 34:5 (2024), 706–708
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