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Synthesis and Biological Activity of N-[4-(Coumarin-3-yl)thiazol-2-yl] Aromatic Aldehyde Hydrazones under Microwave Irradiation

  • Yuan Mingyue ,
  • Liu Weihua ,
  • Zhang Yingqun ,
  • Yan Hongfei ,
  • Zhang Dongnuan ,
  • Liu Huimin ,
  • Wang Jianping
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  • a College of Science, Agricultural University of Hebei, Baoding 071001;
    b College of Plant Protection, Agricultural University of Hebei, Baoding 071001;
    c College of Animal Science and Technology, Agricultural University of Hebei, Baoding 071001

Received date: 2012-10-17

  Revised date: 2012-12-21

  Online published: 2013-01-07

Supported by

Project supported by the Foundation of Hebei Educational Committee (No. 2009435), the Non-life disciplines and Emerging Disciplines Foundation of Hebei Agricultural University (No. 2009020).

Abstract

A series of N-[4-(coumarin-3-yl)thiazol-2-yl] aromatic aldehyde hydrazones have been prepared via the condensation of thiosemicarbazone with α-bromoacetyl coumarin, using microwave heating methodology. The yield was ranged from 69% to 97%. Their chemical structures have been confirmed by means of IR, 1H NMR and HRMS. Bioassay of the title compounds indicated that some of them exhibited good antibacterial activity.

Cite this article

Yuan Mingyue , Liu Weihua , Zhang Yingqun , Yan Hongfei , Zhang Dongnuan , Liu Huimin , Wang Jianping . Synthesis and Biological Activity of N-[4-(Coumarin-3-yl)thiazol-2-yl] Aromatic Aldehyde Hydrazones under Microwave Irradiation[J]. Chinese Journal of Organic Chemistry, 2013 , 33(05) : 1108 -1112 . DOI: 10.6023/cjoc201210019

References

[1] Kirkiacharian, S.; Thuy, D. T.; Sicsic, S.; Bakhchinian, R.; Kurkjian, R.; Tonnaire, T. Farmaco 2002, 57, 703.
[2] Wang, H.; Lu, X. M.; Yao, H.; Feng, J. K.; Liu, R. J. Chem. Ind. Times 2009, 23,40.
[3] Novak, L.; Homyanszky, G.; Rohaly, J.; Kolonits, P.; Szanmy, C. Pestic. Sci. 1997, 49, 85.
[4] Vicini, P.; Eronikaki, A.; Ncerti, M. Bioorg. Med. Chem. 2008, 7, 3714.
[5] Kim, D. K.; Choi, J. H.; An, Y. J.; Lee, H. S. Bioorg. Med. Chem. Lett. 2008, 6, 2122.
[6] Zheng, M. Q.; Yin, D. Z.; Qiao, J. P. J. Fluorine Chem. 2008, 3, 210.
[7] Li, Y. J.; Li, C. Y.; Jin, K.; Sun, S. Q.; Zhou, X. X. Acta Chim. Sinica 2012, 70, 151 (in Chinese).
(李英俊, 李春燕, 靳焜, 孙淑琴, 周晓霞, 化学学报, 2012, 70, 151.)
[8] Yuan, M. Y.; Zhang, D. N.; Yan, H. F.; Liu, W. H.; Li, D. F.; Zhang, Y. Q. Chin. J. Org. Chem. 2011, 31, 1930 (in Chinese).
(袁明月, 张冬暧, 闫红飞, 刘伟华, 李德富, 张英群, 有机化学, 2011, 31, 1930.)
[9] Buu-Hoi, N. P.; Xuong, N. D.; Nam, N. H.; Binon, F.; Royer, R. J. Chem. Soc. 1953, 1358.
[10] Sayed, L. E.; Iskander, M. F. J. Inorg. Nucl. Chem. 1971, 33, 435.
[11] Nie. L.; Hu, L.; Fu, X. C.; Jiang, Y. B. Acta Chim. Sinica 2011, 69, 71 (in Chinese).
(聂丽, 胡蕾, 傅绪成, 江云宝, 化学学报, 2011, 69, 71.)
[12] Zhang, L.; Xian, M.; He, Y. C.; Li, L. Z.; Yang, J. M.; Yu, S. T.; Xu, X. Bioresour. Technol. 2009, 100, 4368.

[13] Puezer, B.; Hamlin, W. E.; Katz, L. J. Am. Chem. Soc. 1951, 73, 2958.

[14] Li, M.; Liu, L. J.; Dai, X. J.; Ran, X. H.; Li, S. J. J. Ningxia Eng. Technol. 2007, 6, 342 (in Chinese).
(李明, 刘利军, 戴小军, 冉旭辉, 李淑娟, 宁夏工程技术, 2007, 6, 342.)

[15] Wang, Z.; Dong, W.; Xu, Y.; Liang, P.; Yang, X. L. Chin. J. Pestic. Sci. 2010, 12, 264 (in Chinese).
(王振, 董玮 ,徐焱, 梁沛, 杨新玲, 农药学学报, 2010, 12, 264.)

[16] Shi, X. N.; Fan, J. J. Baoji Univ. Art Sci. (Nat. Sci. Ed.) 2008, 28, 33 (in Chinese).
(施小宁, 樊娟, 宝鸡文理学院学报(自然科学版), 2008, 28, 33.)
[17] Li, D. F.; Liu, H. M.; Liu, W. H.; Yuan, M.Y.; Zhang, D. N.; Zhang, Y. Q. Chin. J. Org. Chem .2011, 31, 397 (in Chinese).
(李德富, 刘卉闵, 刘伟华, 袁明月, 张冬暧, 张英群, 有机化学, 2011, 31, 397.)
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