Synthesis of 5-(4-bromophenyl)- and 5-(5-bromothiophen-2-yl)-substituted 3-aryl[1,2,4]triazolo[4,3-c]quinazolines

被引:6
|
作者
Nosova, E., V [1 ,2 ]
Kopotilova, A. E. [1 ]
Ivan'kina, M. A. [1 ]
Moshkina, T. N. [1 ]
Kopchuk, D. S. [1 ,2 ]
机构
[1] Ural Fed Univ, 19 Ul Mira, Ekaterinburg 620002, Russia
[2] Russian Acad Sci, I Ya Postovskii Inst Organ Synth, Ural Branch, 20 Ul S Kovalevskoi, Ekaterinburg 620219, Russia
关键词
1; 2; 4]triazolo[4; 3-c]quinazolines; oxidative cyclization; 2-(4-bromophenyl)quinazolin-4-one; 4-hydrazinoquinazolines; hydrazones; SAR;
D O I
10.1007/s11172-022-3554-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of [1,2,4]triazolo[4,3-c]quinazolines, bearing 3-positioned p-bromophenyl or 5-bromothiophen-2-yl fragment, was synthesized by oxidative cyclization of the corresponding hydrazones with bromine in glacial acetic acid at room temperature. The obtained tricyclic derivatives are valuable intermediates for biologically active compounds and fluorophores.
引用
收藏
页码:1483 / 1487
页数:5
相关论文
共 50 条
  • [41] Synthesis of pyrazolo[4,3-e][1,2,4]triazolo[4,3-c]pyrimidines
    Davoodnia, Abolghasem
    Zhiani, Rahele
    Tavakoli-Hoseini, Niloofar
    MONATSHEFTE FUR CHEMIE, 2008, 139 (11): : 1405 - 1407
  • [43] An environmentally benign and solvent-free synthesis of 3-aryl[1,2,4]triazolo[4,3-a]pyridines and 1-aryl-5-methyl[1,2,4]triazolo[4,3-a]quinolines using phenyliodine bis(trifluoroacetate) or iodobenzene diacetate
    P. Kumar
    Chemistry of Heterocyclic Compounds, 2012, 47 : 1237 - 1243
  • [44] SYNTHESIS OF [1,2,4]TRIAZOLO[4,3-A]-QUINAZOLINES AND [3,4-B]QUINAZOLINES
    RICHTER, P
    OERTEL, F
    PHARMAZIE, 1990, 45 (12): : 893 - 894
  • [45] Synthesis, Crystal Structure and Properties of 5-(4-Azidofurazan-3-yl)-[1, 2, 3] triazolo[4, 5-c]furazan Inner Salt
    Li Y.-N.
    Wang B.
    Zhang H.-W.
    Chen T.
    Hu J.-J.
    Chang P.
    Huozhayao Xuebao/Chinese Journal of Explosives and Propellants, 2020, 43 (01): : 28 - 32
  • [46] New Cyclopenta[4′,5′] pyrido[3′,2′:4,5]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidines and Cyclopenta[4′,5′]pyrido[3′,2′:4,5]thieno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines: Synthesis and Antimicrobial Activities
    Sirakanyan, Samvel N.
    Spinelli, Domenico
    Geronikaki, Athina
    Kartsev, Viktor G.
    Hakobyan, Elmira K.
    Panosyan, Henrik A.
    Stepanyan, Hrachya M.
    Zuppiroli, Luca
    Hovakimyan, Anush A.
    CURRENT ORGANIC CHEMISTRY, 2017, 21 (13) : 1227 - 1241
  • [47] Crystal structure of 2-(adamantan-1-yl)-5-(4-bromophenyl)-1,3,4-oxadiazole
    Alzoman, Nourah Z.
    El-Emam, Ali A.
    Ghabbour, Hazem A.
    Kumar, C. S. Chidan
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1231 - +
  • [48] An Efficient Three-Component Synthesis of 3-(1-Hydroxyalkyl)[1,2,4]-triazolo[4,3-c]quinazolines
    Adib, Mehdi
    Ansari, Samira
    Feizi, Shahzad
    Bijanzadeh, Hamid Reza
    SYNLETT, 2010, (06) : 921 - 923
  • [49] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF 1-SUBSTITUTED-5-ARYL-S-TRIAZOLO-[4,3-A]QUINAZOLINES
    KAMAL, A
    SATTUR, PB
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1984, 23 (12): : 1293 - 1294
  • [50] Synthesis of 5-hydroxy- and 5-sulfanyl-substituted [1,2,3]triazolo[4,5-е][1,4]diazepines
    Sergiy V. Kemskiy
    Natalia A. Syrota
    Andriy V. Bol’but
    Viktor I. Dorokhov
    Mykhaylo V. Vovk
    Chemistry of Heterocyclic Compounds, 2018, 54 : 789 - 795