Citation: Jin-Xia MU, Chen-Sheng YU, Li-Jing MIN, Xing-Hai LIU. Synthesis, Crystal Structure, Antifungal Activity and Computational Study on 4-(((8-Chloro-3-oxo-[1,2,4]-triazolo[4,3-a]pyridin-2(3H)-yl)thio)methyl)benzonitrile[J]. Chinese Journal of Structural Chemistry, ;2021, 40(4): 424-430. doi: 10.14102/j.cnki.0254-5861.2011-2937 shu

Synthesis, Crystal Structure, Antifungal Activity and Computational Study on 4-(((8-Chloro-3-oxo-[1,2,4]-triazolo[4,3-a]pyridin-2(3H)-yl)thio)methyl)benzonitrile

a.
Department of Environmental Engineering, China Jiliang University, Hangzhou 310018, China
b.
College of Life Science, Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, Huzhou University, Huzhou Cent Hosp, Huzhou 313000, China
c.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Corresponding author: Xing-Hai LIU, xhliu@zjut.edu.cn
Received Date: 7 July 2020
Accepted Date: 30 September 2020

Fund Project: the Natural Science Foundation of Zhejiang Province LY19C140002Zhejiang Key R & D program 2019C02030Natural Science Foundation of Huzhou City 2019YZ03

Figures(5)

1,2,4-Triazolo[4,3-a]pyridine (TP) is a key intermediate in pesticides, materials and medicines. The title compound 4-(((8-chloro-3-oxo-[1,2,4]triazolo[4,3-a]pyridin-2(3H)-yl)thio)methyl)benzonitrile was synthesized via three steps, and its structure was characterized by ¹H NMR, HRMS and X-ray diffraction. Single-crystal X-ray diffraction reveals that it crystallizes in the monoclinic system, space group P2₁/c. Four TP molecules in the symmetric unit are linked through the O–H···O and O–H···N hydrogen bonding interactions via two H₂O molecules along with two π-π interactions. The preliminary antifungal activity results indicated that the compound TP exhibited good activities. Theoretical calculation was carried out by DFT method using the 6-31G basis set.
- 1,2,4-triazolo[4,3-a]pyridine,
- synthesis,
- crystal structure,
- antifungal activity,
- DFT
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