Method of synthesis and structure of (5E)-5-(2-alkoxy-2-oxoethylidene)-4-hydroxy-2,2-dimethyl-1-(4-methylphenyl)-2,5-dihydro-1H-pyrrole-3-carboxylates

被引:6
|
作者
Mukovoz, P. P. [1 ,2 ]
Koz'minykh, V. O. [2 ,3 ]
Andreeva, V. A. [3 ]
El'tsov, O. S. [4 ]
Slepukhin, P. A. [5 ]
Koz'minykh, E. N. [2 ]
机构
[1] Russian Acad Sci, Ural Branch, Inst Cellular & Intracellular Symbiosis, Orenburg 460000, Russia
[2] Perm State Humanitarian Pedag Univ, Perm 614990, Russia
[3] Orenburg State Univ, Orenburg 460018, Russia
[4] Yeltsin Ural Fed Univ, Ekaterinburg 620002, Russia
[5] Russian Acad Sci, Ural Branch, Postovskii Inst Organ Synth, Ekaterinburg 620990, Russia
关键词
Schiff Base; Oxazine; Ethylidene; Dioxo; Dienol;
D O I
10.1134/S107042801506007X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A procedure has been developed for the synthesis of dialkyl (5E)-5-(2-alkoxy-2-oxoethylidene)-4-hydroxy-2,2-dimethyl-1-(4-methylphenyl)-2,5-dihydro-1H-pyrrole-3-carboxylates by three-component condensation of dialkyl 3,4-dihydroxyhexa-2,4-dienedioate with acetone and p-toluidine. The structure of the products is discussed on the basis of the IR, H-1 NMR, and X-ray diffraction data.
引用
收藏
页码:860 / 863
页数:4
相关论文
共 50 条
  • [1] Method of synthesis and structure of (5E)-5-(2-alkoxy-2-oxoethylidene)-4-hydroxy-2,2-dimethyl-1-(4-methylphenyl)-2,5-dihydro-1H-pyrrole-3-carboxylates
    P. P. Mukovoz
    V. O. Koz’minykh
    V. A. Andreeva
    O. S. El’tsov
    P. A. Slepukhin
    E. N. Koz’minykh
    Russian Journal of Organic Chemistry, 2015, 51 : 860 - 863
  • [2] Crystal structure of 5-(4-methylphenyl)3-[(E)-2-(4-methylphenyl)ethenyl] cyclohex-2-en-1-one
    Mague, Joel T.
    Mohamed, Shaaban K.
    Akkurt, Mehmet
    Abdelhamid, Antar A.
    Albayati, Mustafa R.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O436 - U467
  • [3] Synthesis and Cytotoxic Activity of Ethyl 2-Amino-1-Benzamido-4-Oxo-5-(2-Oxo-2-Arylethylidene)-4,5-Dihydro-1H-Pyrrole-3-Carboxylates
    Zykova, S. S.
    Galembikova, A. R.
    Ramazanov, B. R.
    Odegova, T. F.
    Igidov, N. M.
    Kiselev, M. A.
    Boichuk, S. V.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2016, 49 (12) : 817 - 820
  • [4] Synthesis and Cytotoxic Activity of Ethyl 2-Amino-1-Benzamido-4-Oxo-5-(2-Oxo-2-Arylethylidene)- 4,5-Dihydro-1H-Pyrrole-3-Carboxylates
    S. S. Zykova
    A. R. Galembikova
    B. R. Ramazanov
    T. F. Odegova
    N. M. Igidov
    M. A. Kiselev
    S. V. Boichuk
    Pharmaceutical Chemistry Journal, 2016, 49 : 817 - 820
  • [5] Synthesis of 4-(2-hydroxy-1-methyl-5-oxo-1H-imidazol-4(5H)-ylidene)-5-oxo-1-aryl-4,5-dihydro-1H-pyrrole-3-carboxylates, a new triazafulvalene system
    Ursic, Uros
    Svete, Jurij
    Stanovnik, Branko
    TETRAHEDRON, 2010, 66 (24) : 4346 - 4356
  • [6] Synthesis and Structure of 5-(2-Alkoxy-2-oxoethyl)-1,2-diaryl-4-hydroxy-1H-pyrrole-3-carboxylic Acid Esters
    P. P. Mukovoz
    P. A. Slepukhin
    O. S. El’tsov
    I. N. Ganebnykh
    A. V. Gorbunova
    S. A. Peshkov
    Russian Journal of Organic Chemistry, 2018, 54 : 554 - 563
  • [7] Synthesis and Structure of 5-(2-Alkoxy-2-oxoethyl)-1,2-diaryl-4-hydroxy-1H-pyrrole-3-carboxylic Acid Esters
    Mukovoz, P. P.
    Slepukhin, P. A.
    El'tsov, O. S.
    Ganebnykh, I. N.
    Gorbunova, A. V.
    Peshkov, S. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 54 (04) : 554 - 563
  • [8] 2-(4-Methylphenyl)-5-[({[5-(4-methylphenyl)-1,3,4-thiadiazol-2-yl] sulfanyl}methyl) sulfanyl]-1,3,4-thiadiazole
    Wang, Yong
    Zhang, Wen-ge
    Wang, Yu-bo
    Yu, Jing-wen
    Zhou, Lin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O851 - U3048
  • [9] 1-{3-(4-Methylphenyl)-5-[5-(2-nitrophenyl)furan-2-yl]-4,5-dihydro-1H-pyrazol-1-yl}ethanone
    Vinutha, N.
    Kumar, S. Madan
    Jois, B. S. Vidyashree
    Balakrishna, Kalluraya
    Lokanath, N. K.
    Revannasiddaiah, D.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1528 - +
  • [10] 5-(4-Methylphenyl)-1,3,4-oxadiazol-2-amine
    Zheng, Juan
    Li, Wen-juan
    Song, Manman
    Xu, Yan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1668 - +