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Citation: SU Gui-Fa, YU Peng, PAN Cheng-Xue. A Novel and Efficient Synthetic Strategy for 3,5-Disubstituted-1-Phenyl-1,2,4-Triazole Derivatives[J]. Chinese Journal of Applied Chemistry, ;2007, 24(1): 58-62. shu

A Novel and Efficient Synthetic Strategy for 3,5-Disubstituted-1-Phenyl-1,2,4-Triazole Derivatives

1.
College of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004

Corresponding author: SU Gui-Fa,
Received Date: 6 January 2006
Available Online: 18 April 2006
Fund Project: 广西"新世纪十百千人才工程"专项基金(2005219) (2005219)广西师范大学博士启动基金资助项目(师政科技[2006]5号) (师政科技[2006]5号)

Benzenediazonium chloride reacted with the solutions of the sodium salts of four nitro compounds in an ice-bath to provide four α-nitrohydrazones in yields of 66%~89%, then the α-nitrohydrazones were refluxed with primary amine for 3 h, the resulting mixtures were oxidized with sodium nitrite for 2~3 h in the presence of TEBAC to afford nine novel 3,5-disubstituted-1-phenyl-1,2,4-triazole derivatives in 54%~71% yields.All the target compounds were characterized by means of ¹H NMR, IR and elemental analysis.This synthetic strategy widens the application of a-nitrohydrazones and enriches the methodology for the synthesis of triazole derivatives.The methodolgy also has advantages such as common available materials, mild reaction conditions and high yields.
- triazole derivative,
- α-nitrohydrazone,
- synthesis
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