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2012 , Vol. 32 >Issue 12: 2358 - 2362

DOI: https://doi.org/10.6023/cjoc201207047

研究简报

3-(2-萘基)-1-苯基-吡唑-4-甲醛腙衍生物的简便合成与表征

  • 阿布拉江·克依木 ,
  • 王立举
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  • 新疆大学化学化工学院 新疆石油天然气精细化工教育部&自治区重点实验室 乌鲁木齐 830046

收稿日期: 2012-07-31

  修回日期: 2012-08-15

  网络出版日期: 2012-08-22

基金资助

新疆维吾尔自治区自然科学基金(No. 2009211A02)资助项目.

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Convenient Synthesis and Characterization of Hydrazone Derivatives of 3-(2-Naphthyl)-1-phenyl-pyrazole-4-carbaldehyde

  • Ablajan Keyume ,
  • Wang Liju
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  • Key Laboratory of Oil & Gas Fine Chemical, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046

Received date: 2012-07-31

  Revised date: 2012-08-15

  Online published: 2012-08-22

Supported by

Project supported by the Natural Science Foundation of Xinjiang Uyghur Autonomous Region (No. 2009211A02).

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摘要

为寻找具有生物活性的先导化合物, 以3-(2-萘基)-1-苯基-吡唑-4-甲醛为起始原料, 在超声波辐射下经串联反应和“一锅法合成”两种途径制备了一系列新型的1-(3-β-萘基-1-苯基吡唑-4-亚甲基)-2-(4-芳基噻唑-2-基)-腙及其衍生物. 与加热实验相比, 在超声波辐射下可得到较好的产率. 利用1H NMR, MS, IR谱和元素分析对产物进行了结构表征. 初步的生物活性测试结果表明, 化合物4b和4d对H2O2诱导的PC12细胞损伤具有明显的保护作用.

关键词： 吡唑; 噻唑; 腙; 合成; 超声辐射; 一锅反应

本文引用格式

阿布拉江·克依木 , 王立举 . 3-(2-萘基)-1-苯基-吡唑-4-甲醛腙衍生物的简便合成与表征[J]. 有机化学, 2012 , 32(12) : 2358 -2362 . DOI: 10.6023/cjoc201207047

Abstract

In order to obtain novel hydrazone derivatives containing pyrazole and thiazole rings which possess certain biological activity, a series of 1-(3-β-naphthyl-1-phenylpyrazole-4-methylene)-2-(4-arylthiazol-2-yl)hydrazones were synthesized via two different methods including multi step reactions and one-pot synthetic route using 3-β-naphthyl-1-phenyl-pyra- zole-4-carbaldehyde as a starting intermediate. The products were obtained in good yield under ultrasonic irradiation condition rather than heating. The structures of products were characterized by 1H NMR, MS and elemental analysis. The preliminary bioassay showed that compounds 4b and 4d possess obvious protective effects on the PC12 cells injury induced by H2O2.

Key words： pyrazole; thiazole; hydrazone; synthesis; ultrasonic irradiation; one-pot reaction

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