SIOC 中文
CJOG
Adv search

Chinese Journal of Organic Chemistry >

2015 , Vol. 35 >Issue 9: 1975 - 1980

DOI: https://doi.org/10.6023/cjoc201503004

Notes

Microwave-Assisted Synthesis of Asymmetrical 1,5-Disubstituted Carbonohydrazide and Crystal Structure

  • Zhu Jihua ,
  • Zheng Xudong ,
  • Guo Guozhe ,
  • Zhang Yuquan ,
  • Wu Bowan
Expand
  • College of Chemistry & Chemical Engineering, Longdong University-Fluobon Surfactant Engineering Technology Center, Qingyang 745000

Received date: 2015-03-04

  Revised date: 2015-05-19

  Online published: 2015-05-29

Supported by

Project supported by the Applied Chemistry Key Subject of Gansu Pronvince (No. GSACKS20130113).

Fold

Abstract

A series of asymmetrical 1,5-disubstituted carbonohydrazides 4a~4p were synthesized by the condensation of various substituted aromatic aldehydes and 1-(2-hydroxyphenylidene)carbonohydrazide (3) under microwave irradiation at 120 ℃ and 350 W in ethanol-sulfuric acid mixture for 16~30 min. The starting materials 3 was synthesized using salicylaldehyde and carbohydrazide under water at room temperature. The new synthesized compounds were characterized by IR, 1H NMR, 13C NMR spectra and elemental analysis. Compared with the conventional heating method, this method is simple, fast, efficient and eco-friendly. This reaction is expected to be a powerful tool for the synthesis of asymmetrical Schiff bases compounds. The X-ray diffraction analysis indicates that the compound 4i belongs to monoclinic, space group P21/c.

Key words： asymmetrical 1,5-disubstituted carbonohydrazide; synthesis; characterization; microwave irradiation; crystal structure

Cite this article

Zhu Jihua , Zheng Xudong , Guo Guozhe , Zhang Yuquan , Wu Bowan . Microwave-Assisted Synthesis of Asymmetrical 1,5-Disubstituted Carbonohydrazide and Crystal Structure[J]. Chinese Journal of Organic Chemistry, 2015 , 35(9) : 1975 -1980 . DOI: 10.6023/cjoc201503004

References

[1] Han, J.; Zhou, X. X.; Chen, S. B.; An, Y. Chin. J. Org. Chem. 2014, 34, 741 (in Chinese). (韩杰, 周晓霞, 陈思宝, 安悦, 有机化学, 2014, 34, 741.)
[2] Anant, P.; Devjani, A. Int. J. ChemTech Res. 2011, 3, 1891.
[3] Rajavel, P.; Senthil, M.; Anitha, C. Eur.-J. Chem. 2008, 5, 620.
[4] Tan, S. F.; Ang, K. P. Transition Met. Chem. 1988, 13, 64.
[5] Pan, N. T. S.; Brown, D. H.; Adams, H.; Spey, S. E.; Styring, P. J. Chem. Soc., Dalton Trans. 2004, 9, 1348.
[6] Mirta, R.; Nives, G.; Ivan, H.; Tomislav, J.; Nenad, J.; Janez, P. Cryst. Growth Des. 2014, 14, 2900.
[7] U?arevi?, K.; ?ilovi?, I.; Matkovi?-?alogovi?, D.; Šišak, D.; Cindri?, M. Angew. Chem., Int. Ed. 2008, 47, 7022.
[8] U?arevi?, K.; ?ilovi?, I.; Bregovi?, N.; Tomiši?, V.; Matkovi?-?alogovi?, D. Chem. Eur. J. 2011, 17, 10889.
[9] U?arevi?, K.; Halasz, I.; ?ilovi?, I.; Bregovi?, N.; Rub?i?, M.; Matkovi?-Calogovi?, D.; Tomiši?, V. Angew. Chem., Int. Ed. 2013, 52, 5504.
[10] Sessler, J. L.; Roznyatovskiy, V.; Pantos, G. D.; Borisova, N. E.; Reshetova, M. D.; Lynch, V. M.; Khrustalev, V. N.; Ustynyuk, Y. A. Org. Lett. 2005, 7, 5277.
[11] Alcazar, J.; Oehlrich, D. Future Med. Chem. 2010, 2, 169.
[12] Ye, Y.; Zhao, Z. G.; Liu, X. L.; Li, Q. H. Chin. J. Org. Chem. 2009, 29, 993 (in Chinese). (叶英, 赵志刚, 刘兴利, 李清寒, 有机化学, 2009, 29, 993.)
[13] Shi, P. Y.; Liu, L. L.; Li, X. R.; Zhao, Z. G.; Liu, X. L. Chin. J. Org. Chem. 2010, 30, 871. (in Chinese). (石培育, 刘玲玲, 李晓蕊, 赵志刚, 刘兴利, 有机化学, 2010, 30, 871.)
[14] Ye, Z. J.; Shi, L. N.; Shao, X. S.; Xu, X. Y.; Xu, Z. P.; Li, Z. J. Agric. Food Chem. 2013, 61, 312.
[15] Sheldrick, G. M. SHELX-97, University of Göttingen, Germany, 1997.

Options
Outlines

/

〈 〉