Abstract:
Quinoxaline during the reaction with 3-methyl-1-phenylpyrazol-5-one in the presence of triethylamine at room temperature in dimethylsulfoxide eliminates o-phenylenediamine and gives 4,4’-methylene-bis(3-methyl-1-phenylpyrazol-5-one) and 1,1,2,2-tetrakis(5-methyl-2-oxo-2-phenyl-1,2-dihydro-3H-pyrazol-4-yl)ethane. The latter was proved to be the intermediate to form the above dipyrazolylmethane derivative.
Document Type:
Article
Language: English
Citation:
Yu. A. Azev, E. D. Oparina, I. S. Kovalev, P. A. Slepukhin, R. K. Novikova, “Reactions of quinoxaline with 3-methyl-1-phenylpyrazol-5-one”, Mendeleev Commun., 22:1 (2012), 37–38
Linking options:
https://www.mathnet.ru/eng/mendc2730
https://www.mathnet.ru/eng/mendc/v22/i1/p37
This publication is cited in the following 7 articles:
Olga S. Koptyaeva, Yuriy A. Azev, Yuriy M. Shafran, Tatyana A. Pospelova, Oleg N. Chupakhin, “New opportunities for the synthesis of quinoxaline derivatives”, Chim.Tech.Acta, 6:1 (2019), 12
Kaliappan Kaliraj, Likai Xia, Thomas Nesakumar Jebakumar Immanuel Edison, Yong Rok Lee, “Straightforward synthesis of diverse dipyrazolylmethane derivatives and their application for fluorescence sensing of Cu2+ ions”, RSC Adv., 6:61 (2016), 56323
Yu. A. Azev, O. S. Ermakova, A. M. Gibor, M. A. Ezhikova, M. I. Kodess, O. N. Chupakhin, “New Synthetic Potential of Pteridine Derivatives: Direct Substitution of H in 1,3-Dimethyllumazine During Reaction with C-Nucleophiles”, Chem Nat Compd, 52:2 (2016), 373
Hengchang Ma, Yuan Ma, Jinxia Wang, “The Synthesis of Dipyrazolylmethanes, X-Ray Structure Analysis”, HETEROCYCLES, 89:7 (2014), 1645
Yu. A. Azev, I. S. Kovalev, A. V. Mekhaev, A. M. Gibor, V. I. Baranov, V. A. Bakulev, O. S. Ermakova, “Synthesis, thermal transformations, and mass spectrometric fragmentation of 4,4'-[1,2-bis(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)ethane-1,2-diyl]-bis(5-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one)”, Chem Heterocycl Comp, 49:4 (2013), 545
Yu. A. Azev, O. S. Ermakova, M. I. Kodess, M. A. Ezhikova, I. S. Kovalev, V. A. Bakulev, “Reactions of 3-phenyl-1,2,4-triazine with some C-nucleophiles”, Mendeleev Commun., 23:5 (2013), 294–296
Yurii A. Azev, Elena D. Oparina, Igor S. Kovalev, Pavel A. Slepukhin, Rashida K. Novikova, “ChemInform Abstract: Reactions of Quinoxaline with 3‐Methyl‐1‐phenylpyrazol‐5‐one.”, ChemInform, 43:28 (2012)