高等学校化学学报 ›› 2000, Vol. 21 ›› Issue (S1): 487.

• Synthetic Sciences • 上一篇    下一篇

The New Synthesis of Substituted Thiosemicarbazones-Appended Ferrocenyl Group via Solid-state Reaction

LIU Wan-Yi2, XU Qi-Hai1, LIANG Yong-Min1, MA Yong-Xiang1   

  1. 1. National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000;
    2. Key Laboratory of Energy Chemistry Technology and Applied Organic Chemistry, Ningxia University, Ningxia 750021
  • 出版日期:2000-12-31 发布日期:2000-12-31

The New Synthesis of Substituted Thiosemicarbazones-Appended Ferrocenyl Group via Solid-state Reaction

LIU Wan-Yi2, XU Qi-Hai1, LIANG Yong-Min1, MA Yong-Xiang1   

  1. 1. National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000;
    2. Key Laboratory of Energy Chemistry Technology and Applied Organic Chemistry, Ningxia University, Ningxia 750021
  • Online:2000-12-31 Published:2000-12-31

摘要:

The thiosemicarbazones appended ferrocenyl fragment have various biological activities and are useful in ultraviolet absorber and preparing multimetallic redox-active complexes[1,2]. The usual method for the preparation of such kind of compounds involves treatment of acylferrocene with thiosemicarbazide in an acidic absolute ethanol solution refluxing for several hours. However, there were always some disadvantages such as long reaction time, difficult work-up and low yield. Herein we report a facile synthesis of substituted thiosemicarbazones appended ferrocenyl group via solid state reaction. As shown below,formylferrocene or acetylferrocene is treated with several thiosemicarbazides under TsOH catalyses at 70℃ in dry state to give the corresponding title compounds in 82~91% yield. The reaction was usually completed within 30 min. Compared to the reported literature, the main advantages of the present procedure are as following:shorter reaction time, higher yield, cleaner reaction with easier work-up.

Abstract:

The thiosemicarbazones appended ferrocenyl fragment have various biological activities and are useful in ultraviolet absorber and preparing multimetallic redox-active complexes[1,2]. The usual method for the preparation of such kind of compounds involves treatment of acylferrocene with thiosemicarbazide in an acidic absolute ethanol solution refluxing for several hours. However, there were always some disadvantages such as long reaction time, difficult work-up and low yield. Herein we report a facile synthesis of substituted thiosemicarbazones appended ferrocenyl group via solid state reaction. As shown below,formylferrocene or acetylferrocene is treated with several thiosemicarbazides under TsOH catalyses at 70℃ in dry state to give the corresponding title compounds in 82~91% yield. The reaction was usually completed within 30 min. Compared to the reported literature, the main advantages of the present procedure are as following:shorter reaction time, higher yield, cleaner reaction with easier work-up.

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