A Convenient Regioselective Synthesis of Novel 1,4-Phenylenemethylene-6,6′-bis-([1,2,4-triazolo]-[4,3-b][1,2,4]-triazin-7(1H)-ones)

被引:2
|
作者
Hassaneen, Hamdi M. [1 ]
Saleh, Fatma M. [1 ]
Mohammed, Yasmin Sh. [2 ]
Awad, Enas M. [3 ]
机构
[1] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
[2] Natl Org Drug Control & Res, Giza, Egypt
[3] Natl Res Ctr, Res Div Pharmaceut & Drug Ind, Dept Nat & Microbial Prod, Giza, Egypt
关键词
ANTIBACTERIAL AGENTS; ACID-DERIVATIVES; 1,2,4-TRIAZINE; HALIDES; HETEROCYCLES; SYSTEMS; ROUTES;
D O I
10.1002/jhet.2910
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The target compounds 6,6'-(1,4-phenylenedimethylene)-bis(3-thioxo-1,2,4-triazin-5(1H)-one) 4,5 were prepared from reaction of oxazolone 1 with thiosemicarbazide and 4-phenylthiosemicarbazide, in potassium hydroxide solution, respectively. Reaction of 4 with hydrazonoyl halides 6 afforded triazolotriazine derivatives 7. Also, 5 reacted with 6 to give the corresponding substitution products 8. Antimicrobial and antitumor activities for some compounds were studied.
引用
收藏
页码:3015 / 3022
页数:8
相关论文
共 50 条
  • [41] Synthesis of new pyrido[4,3-e][1,2,4]triazolo-[5,1-c][1,2,4]triazin-6(7H)-ones
    Mohammad N. Mawlood
    Mikhail A. Potapov
    Irina V. Ledenyova
    Oleg A. Kozaderov
    Nadezhda V. Stolpovskaya
    Khidmet S. Shikhaliev
    Andrey Yu. Potapov
    Chemistry of Heterocyclic Compounds, 2020, 56 : 1348 - 1352
  • [42] Synthesis and antifungal activity of novel 3,6-Diaryl-5H[1,2,4]triazolo[4,3-b][1,2,4]triazepines
    Gupta, Monika
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (05) : 1023 - 1027
  • [43] 7,9-Diallyl-6-methyl-7H-1,2,4-triazolo[4,3-b][1,2,4]triazepin-8(9H)-one
    Mohamed Zemama, Redwan
    Amari, Ibtissam
    Bouhfid, Rachid
    Essassi, El Mokhtar
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2152 - U2014
  • [44] SYNTHESIS OF (PYRIDINYL)-1,2,4-TRIAZOLO[4,3-A]PYRIDINES
    MORAN, DB
    MORTON, GO
    ALBRIGHT, JD
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (04) : 1071 - 1077
  • [45] Synthesis of 1,2,4-triazolo[4,3-a] [1,8]naphthyridines
    Rani, S
    Mogilaiah, K
    Sreenivasulu, B
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (02): : 106 - 110
  • [46] CHARACTERIZATION OF NEW MESOMERIC BETAINES ARISING FROM METHYLATION OF IMIDAZO[2,1-C][1,2,4]TRIAZIN-4(1H)-ONE, PYRAZOLO[5,1-C][1,2,4]TRIAZIN-4(1H)-ONE, AND 1,2,4-TRIAZOLO[5,1-C][1,2,4]TRIAZIN-4(1H)-ONE
    FARRAS, J
    FOS, E
    RAMOS, R
    VILARRASA, J
    JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04): : 887 - 891
  • [47] SYNTHESIS OF 1,2,4-TRIAZOLO[4,3-D][1,2,4]TRIAZEPINES BY 1,3-DIPOLAR CYCLOADDITION
    ELMESSAOUDI, M
    HASNAOUI, A
    ELMOUHTADI, M
    LAVERGNE, JP
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1992, 101 (11): : 977 - 985
  • [48] THE SYNTHESIS OF SUBSTITUTED PYRAZINO[2,3-D]-1,2,4-TRIAZOLO[4,3-B]PYRIDAZINES
    THOMPSON, RD
    CASTLE, RN
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (08) : 1523 - 1527
  • [49] 4-Acylhydrazinomethylene-2-phenyloxazol-5(4H)-ones as acylating agents:: Synthesis of salicylanilides and 1,2,4-triazolo[4,3-b]pyridazines
    Pozgan, F
    Polanc, S
    Kocevar, M
    HETEROCYCLES, 2001, 54 (02) : 1011 - +
  • [50] Synthesis and antiviral activity of nucleoside analogs based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones
    V. L. Rusinov
    O. N. Chupakhin
    S. L. Deev
    T. S. Shestakova
    E. N. Ulomskii
    L. I. Rusinova
    O. I. Kiselev
    E. G. Deeva
    Russian Chemical Bulletin, 2010, 59 : 136 - 143