Citation: SHEN Zhong-Hua, SHI Yan-Xia, YANG Ming-Yan, SUN Zhao-Hui, WENG Jian-Quan, TAN Cheng-Xia, LIU Xing-Hai, LI Bao-Ju, ZHAO Wei-Guang. Synthesis, Crystal Structure, DFT Studies and Biological Activity of a Novel Schiff Base Containing Triazolo[4,3-a]pyridine Moiety[J]. Chinese Journal of Structural Chemistry, ;2016, 35(3): 457-464. doi: 10.14102/j.cnki.0254-5861.2011-0913 shu

Synthesis, Crystal Structure, DFT Studies and Biological Activity of a Novel Schiff Base Containing Triazolo[4,3-a]pyridine Moiety

1.
a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China;
2.
b Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Beijing 100014, China;
3.
c Collaborative Innovation Center of Chemical Science and Engineering, State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China

Corresponding author: LIU Xing-Hai, LI Bao-Ju,
Received Date: 28 July 2015
Available Online: 6 November 2015
Fund Project: This work was funded by National Natural Science Foundation of China (No.21002090) (No.21002090) Zhejiang Provincial Natural Science Foundation of China (No. LY16C140007) (No. LY16C140007)D Program (2011BAE06B03-01) (2011BAE06B03-01)

The novel Schiff base (E)-8-chloro-N'-(4-(dimethylamino)benzylidene)-[1, 2, 4]tria-zolo[4, 3-a]pyridine-3-carbohydrazide was synthesized and characterized by ¹H NMR, MS, elemental analysis and X-ray diffraction. The compound crystallizes in the monoclinic space group P2₁/c with a = 7.091(2), b = 10.750(3), c = 21.380(6) Å, β = 96.299(6)°, V = 1619.7(8) Å³, Z = 4 and R = 0.0351. Theoretical calculation of the title compound was carried out with the B3LYP/6-31G basis set. The frontier orbital energy and atomic net charges were discussed. It is found that the experimental data show good agreement with the calculated values. And the compound exhibits good antifungal activity against Stemphylium lycopersici (Enjoji) Yamamoto.
- 1,2,4-triazolo[4,3-a]pyridine,
- hydrazine,
- synthesis,
- crystal structure,
- theoretical calculation,
- antifungal activity
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