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 37 条
  • [11] SYNTHESIS AND REACTIONS OF C-(2-THIENOYL)-N-ARYLFORMHYDRAZIDOYL BROMIDES
    FARAG, AM
    ALGHARIB, MS
    [J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1988, 20 (05) : 521 - 526
  • [12] FUSCO R, 1971, GAZZ CHIM ITAL, V101, P703
  • [13] Novel cajaninstilbene acid derivatives as antibacterial agents
    Geng, Zhi-Zhong
    Zhang, Jian-Jun
    Lin, Jing
    Huang, Mei-Yan
    An, Lin-Kun
    Zhang, Hong-Bin
    Sun, Ping-Hua
    Ye, Wen-Cai
    Chen, Wei-Min
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 100 : 235 - 245
  • [14] Hassaneen H. M., 1995, SULFUR LETT, V18, P105
  • [15] Polyfunctional fused heterocyclic compounds via indene-1,3-diones
    Hassaneen, HM
    Abdallah, TA
    Abdelhadi, HA
    Hassaneen, HME
    Pagni, RM
    [J]. HETEROATOM CHEMISTRY, 2003, 14 (06) : 491 - 497
  • [16] HASSANEEN HM, 1988, HETEROCYCLES, V27, P695
  • [17] Site selectivity and regiochemistry of nitrilimines, cycloadditions to 1,3-diphenyl-2-thiono-4-imidazolidinone and its 5-phenylmethylene derivatives
    Hassaneen, HM
    Daboun, HA
    Abdelhadi, HA
    AbdelReheim, NA
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 107 (1-4) : 269 - 273
  • [18] Reaction of hydrazonoyl halides with 5-arylmethylene-3-phenyl-2-thioxothiazolidin-4-one. Synthesis of 4,9-dithza-1,2,6-triazaspiro[4,4]nonan-2-en-7-one
    Hassaneen, HM
    Shawali, AS
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1996, 113 (1-4): : 53 - 58
  • [19] HASSANEEN HM, 1992, SULFUR LETT, V13, P273
  • [20] New routes to pyridino[2,3-d]pyrimidin-4-one and pyridino-[2,3-d]triazolino[4,5-a]pyrimidin-5-one derivatives
    Hassneen, HM
    Abdallah, TA
    [J]. MOLECULES, 2003, 8 (03): : 333 - 341