4-{3,5-Bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde in the Synthesis of New Dendritic Chromophores

被引：0
|
作者：
Ishchenko, R. A. [1 ,2 ]
Orlova, N. A. [1 ]
Shelkovnikov, V. V. [1 ,3 ]
Maksimov, A. M. [1 ]
Ryazanov, N. D. [1 ,2 ]
Berezhnaya, V. N. [1 ,2 ]
Chernonosov, A. A. [4 ]
机构：
[1] Russian Acad Sci, Siberian Branch, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
[2] Novosibirsk Natl Res State Univ, Novosibirsk 630090, Russia
[3] Novosibirsk State Tech Univ, Novosibirsk 630073, Russia
[4] Russian Acad Sci, Inst Chem Biol & Fundamental Med, Siberian Branch, Novosibirsk 630090, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 61卷 / 01期
关键词：
polyfluorotriphenylpyrazolines; dicyanoisophorone; Boc-piperazine; dipolar chromophores; branched structures; DONOR BLOCKS; DERIVATIVES; PIPERAZINE; POLYMERS; DYES;
D O I：
10.1134/S1070428024604722
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of 4-[3,5-bis(2,3,5,6-tetrafluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]benzaldehyde with tert-butyl piperazine-1-carboxylate gave Boc-protected 4-{3,5-bis[2,3,5,6-tetrafluoro-4-(piperazin-1-yl)-phenyl]-4,5-dihydro-1H-pyrazol-1-yl}benzaldehyde. The latter reacted as a donor block with dicyanoisophorone as an acceptor block in butan-1-ol in the presence of morpholine to produce a dipolar dye with Boc-protected piperazine fragments. After removal of the Boc protection by the action of HCl, the resulting bis-piperazinium dihydrochloride was acylated with benzoyl chloride and its branched derivatives to afford new dipolar chromophores.
引用
收藏
页码：184 / 189
页数：6
相关论文
共 50 条
  • [1] 1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
    Fun, Hoong-Kun
    Hemamalini, Madhukar
    Samshuddin, S.
    Narayana, B.
    Yathirajan, H. S.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O582 - U4734
  • [2] 1-[3,5-Bis(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
    Jasinski, Jerry P.
    Pek, Albert E.
    Samshuddin, S.
    Narayana, B.
    Yathirajan, H. S.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1950 - U619
  • [3] 1-{5-[4-(Hexyloxy)phenyl]-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl}ethanone
    Abbas, Asghar
    Hussain, Safdar
    Hafeez, Noureen
    Lo, Kong Mun
    Hasan, Aurangzeb
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2010, 66 : O2505 - U1872
  • [4] Synthesis and Characterization of Novel 2-(1,2,3-Triazol-4-yl)-4,5-dihydro-1H-pyrazol-1-yl)thiazoles and 2-(4,5-Dihydro-1H-pyrazol-1-yl)-4-(1H-1,2,3-triazol-4-yl)thiazoles
    Kariuki, Benson M.
    Abdel-Wahab, Bakr F.
    Mohamed, Hanan A.
    Bekheit, Mohamed S.
    El-Hiti, Gamal A.
    MOLECULES, 2022, 27 (24):
  • [5] Synthesis of {4-[1-(2-Fluorophenyl)-1H-thieno[3,2-c]pyrazol-3-yl]piperazin-1-yl}(1-methyl-1H-imidazol-4-yl)methanone
    Thoomuganti, R. D.
    Maringanti, T. C.
    Ananthoju, K. K.
    Eppakayala, L.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (03) : 548 - 551
  • [6] Synthesis of {4-[1-(2-Fluorophenyl)-1H-thieno[3,2-c]pyrazol-3-yl]piperazin-1-yl}(1-methyl-1H-imidazol-4-yl)methanone
    R. D. Thoomuganti
    T. C. Maringanti
    K. K. Ananthoju
    L. Eppakayala
    Russian Journal of Organic Chemistry, 2023, 59 : 548 - 551
  • [7] 2-[5-(1,3-Benzodioxol-5-yl)-3-ferrocenyl-4,5-dihydro-1H-pyrazol-1-yl]-4-phenyl-1,3-thiazole
    Liu, Wei-Yong
    Xie, Yong-Sheng
    Wang, Bai-Shan
    Zhao, Bao-Xiang
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : M1275 - U996
  • [8] Molecular Docking, Spectroscopic, and Computational Studies of 2-{3-(4-Chlorophenyl)-5-[4-(Propan-2-yl) Phenyl]-4, 5-Dihydro-1H-Pyrazol-1-yl}-1, 3-Thiazol-4(5H)-One
    Jayasudha, J.
    Balachandran, V.
    Narayana, B.
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (05) : 2222 - 2244
  • [9] Synthesis and antimicrobial screening of some 3-[4-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-6-aryl-pyridin-2-yl] and 4-methyl-3-phenyl-6-[4-(3-aryl-1-phenyl-1H-pyrazol-4-yl)-6-aryl-pyridin-2-yl] coumarins
    Brahmbhatt, D. I.
    Kaneria, Ankit R.
    Patel, Anil K.
    Patel, Niraj H.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (07): : 971 - 977
  • [10] 3-Chloro-6-{4-[3-(trifluoromethyl)-phenyl]piperazin-1-yl}pyridazine
    Arslan, Hakan
    Utku, Semra
    Hardcastle, Kenneth I.
    Gokce, Mehtap
    Lense, Sheri
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O532 - U4263
12345