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)

被引：1
|
作者：
Azev, Yu. A. [1 ]
Kovalev, I. S. [1 ]
Mekhaev, A. V. [2 ]
Gibor, A. M. [1 ]
Baranov, V. I. [1 ]
Bakulev, V. A. [1 ]
Ermakova, O. S. [1 ]
机构：
[1] Ural Fed Univ, Ekaterinburg 620002, Russia
[2] Russian Acad Sci, Ural Branch, I Ya Postovskii Inst Organ Synth, Ekaterinburg 620219, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2013年 / 49卷 / 04期
基金：
俄罗斯基础研究基金会;
关键词：
3-methyl-1-phenylpyrazol-5-one; quinoxaline; tetrapyrazolylethane; thermogravimetry;
D O I：
10.1007/s10593-013-1280-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Quinoxaline reacted with 3-methyl-1-phenylpyrazol-5-one at room temperature in the presence of triethylamine in DMSO solution, to form 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). Heating of the obtained crystalline product at 240-250A degrees C temperature led to the known 4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene]-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one. The mass spectral fragmentation of the obtained compounds was characterized.
引用
收藏
页码：545 / 550
页数：6
相关论文
共 50 条
  • [31] Synthesis of 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) and evaluation of their antioxidant and anticancer activities
    José Eduardo Cadena-Cruz
    Luis M. Guamán-Ortiz
    Juan Carlos Romero-Benavides
    Natalia Bailon-Moscoso
    Kevin E. Murillo-Sotomayor
    Nadia V. Ortiz-Guamán
    Jorge Heredia-Moya
    BMC Chemistry, 15
  • [32] Synthesis of 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) and evaluation of their antioxidant and anticancer activities
    Cadena-Cruz, Jose Eduardo
    Guaman-Ortiz, Luis M.
    Romero-Benavides, Juan Carlos
    Bailon-Moscoso, Natalia
    Murillo-Sotomayor, Kevin E.
    Ortiz-Guaman, Nadia V.
    Heredia-Moya, Jorge
    BMC CHEMISTRY, 2021, 15 (01)
  • [33] CRYSTAL-STRUCTURE OF 4-[5-(5-METHOXY-3-METHYL-1-PHENYL-1H-PYRAZOL-4-YLOXY)-3-METHYL-1-PHENYL-1H-PYRAZOL-4-YL]-6-METHYL-2-PHENYLPYRIDAZIN-3(2H)-ONE
    MANNILA, E
    HENNIG, L
    RISSANEN, K
    ACTA CHEMICA SCANDINAVICA, 1995, 49 (10): : 774 - 777
  • [34] Synthesis and antimicrobial activity of 4-[5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl]dihydropyridines and 4-[5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl]-3,4-dihydropyrimidin-2-ones
    Kumar, Rakesh
    Malik, Sakshi
    Chandra, Ramesh
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2009, 48 (05): : 718 - 724
  • [35] 1,2-Bis(2-methyl-5-phenyl-3-thienyl)benzene
    Miao, Wen-Juan
    Li, Liang-Hua
    Lu, Shan
    Liu, Gang
    Fan, Cong-Bin
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O3003 - U2076
  • [36] 3-Methyl-1-phenyl-4-[(phenyl)(2-phenylhydrazin-1-yl)methylidene]-1H-pyrazol-5(4H)-one
    Idemudia, Omoruyi G.
    Sadimenko, Alexander P.
    Afolayan, Anthony J.
    Hosten, Eric C.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1280 - +
  • [37] 4-Acetyl-5-methyl-2-phenyl-1,2-di-hydro-3H-pyrazol-3-one hydrate
    Gloe, K
    Uzoukwu, BA
    Rademacher, O
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2000, 56 : E580 - E581
  • [38] (2Z)-3-(3-Bromoanilino)-1-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one
    Asiri, Abdullah M.
    Faidallah, Hassan M.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O813 - U2784
  • [39] Co-crystallization of a neutral molecule and its zwitterionic tautomer: structure and Hirshfeld surface analysis of 5-methyl-4-(5-methyl-1H-pyrazol-3-yl)-2-phenyl-2,3-dihydro-1H-pyrazol-3-one 5-methyl-4-(5-methyl-1H-pyrazol-2-ium-3-yl)-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-1-ide monohydrate
    Asiri, Abdullah M.
    Alzahrani, Khalid A. H.
    Faidallah, Hassan M.
    Alamry, Khalid A.
    Jotani, Mukesh M.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2019, 75 : 565 - +
  • [40] 4-[(ethoxyimino)(phenyl)methyl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one
    Wang, Jiu-Si
    Jiang, Yan-Ling
    Dong, Wen-Kui
    Xu, Li
    Kong, Ai-Ping
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1794 - U2279
12345