有机化学 ›› 2007, Vol. 27 ›› Issue (06): 790-794. 上一篇    

研究简报

1-苯基-3-芳基-4-甲酰基吡唑衍生物的合成及其荧光性能

田晓红a,马玉洁a,吴小慧a,曹玲华*,a,b   

  1. (a新疆大学化学化工学院 乌鲁木齐 830046)
    (b南开大学元素有机化学国家重点实验室 天津 300071)
  • 收稿日期:2006-09-06 修回日期:1900-01-01 发布日期:2007-05-21
  • 通讯作者: 曹玲华

Synthesis of 1-Phenyl-3-arylpyrazole-4-aldehyde Hydrazone Derivatives and Their Fluorescent Properties

TIAN Xiao-Honga, MA Yu-Jiea, WU Xiao-Huia, CAO Ling-Hua*,a,b   

  1. (a College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
    (b State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2006-09-06 Revised:1900-01-01 Published:2007-05-21
  • Contact: CAO Ling-Hua

以苯肼和4-取代苯乙酮(1a1d)为原料, 经过缩合, 再与Vilsmeier-Haak试剂反应合环, 制得1-苯基-3-芳基-4-甲酰基吡唑(3a3d), 将其与2-肼基-4/6-取代苯并噻唑(4a4f)反应, 合成一系列新化合物1-苯基-3-芳基-吡唑-4-醛 [N-(4/6-取代苯并噻唑-2-基)]腙58. 所有新化合物的结构均经IR, 1H NMR, MS谱和元素分析证实. 对化合物58的荧光进行了测定, 结果显示这些化合物具有荧光特性, 并探讨了化合物的结构对荧光性能的影响.

关键词: 苯并噻唑肼, 4-甲酰基吡唑, 荧光性能, 苯肼

By the condensation of 4-substituted acetophenones (1a1d) with benzene hydrazine and subsequent reaction with Vilsmeier-Haak reagent, 1-phenyl-3-aryl-4-formylpyrazoles (3a3d) were obtained. Then they reacted with 2-hydrazino-4/6-substituted benzothiazoles (4a4f) and produced a series of novel 1-phenyl-3-arylpyrazole-4-aldehyde N-(4/6-substituted benzothiazol-2-yl) hydrazones 58. Their structures were es-tablished on the basis of IR, 1H NMR, MS spectra and elemental analysis. The fluorescent spectra of compounds 58 were detected and showed that they had fluorescence. The ef-fect of the structure of the compound on fluorescent properties was also discussed.

Key words: benzothiazole, 4-formylpyrazole, fluorescent property, benzene hydrazine