Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

Citation: JIN Ru-Yi, SUN Xiao-Hong, LIU Yuan-Fa, CHEN Bang, SHEN Sheng-Qiang, MA Hai-Xia. Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base[J]. Chinese Journal of Structural Chemistry, 2014, 33(2): 253-257. shu

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

1.
a School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2.
b Chemical Research Institute, Northwest University, Xi'an 710069, China;
3.
c College of Chemistry & Materials Science, Northwest University, Xi'an 710069, China
基金项目:
This project was supported by the National Natural Science Foundation of China (No.21073141) (No.21073141)

the Shaanxi Provincial Education Department Foundation (No.2013JK0666) (No.2013JK0666)

摘要: A novel Schiff base was synthesized via 5-benzyl-4-amino-1,2,4-triazole-3-thione with 3-phenoxy-benzaldehyde under refluxing. The structure was characterized by elemental analysis, IR, ¹H NMR, ESI-MS and single-crystal X-ray diffraction. This compound crystallizes in monoclinic, space group P2₁/c with a=16.0289(16), b=5.8022(6), c=20.542(2) Å, β=95.667(2)°, C₂₂H₁₈N₄OS, M_r=386.46, V=1901.1(3) Å³, Z=4, D_c=1.347 g/cm³, F(000)=804, μ=0.191 mm^-1, the final R=0.0453 and wR=0.1307 for 2456 observed reflections with I>2σ(I). The crystal packing of the compound is stabilized by classical intermolecular N-H…S hydrogen bonds. Furthermore, the biological activity to four vegetable pathogens has been tested. The title compound exhibited good fungicidal activities to Gibberlla nicotiancola.

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English

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

1.
a School of Chemical Engineering, Northwest University, Xi'an 710069, China;
2.
b Chemical Research Institute, Northwest University, Xi'an 710069, China;
3.
c College of Chemistry & Materials Science, Northwest University, Xi'an 710069, China
Received Date: 09 July 2013
Fund Project:

Abstract: A novel Schiff base was synthesized via 5-benzyl-4-amino-1,2,4-triazole-3-thione with 3-phenoxy-benzaldehyde under refluxing. The structure was characterized by elemental analysis, IR, ¹H NMR, ESI-MS and single-crystal X-ray diffraction. This compound crystallizes in monoclinic, space group P2₁/c with a=16.0289(16), b=5.8022(6), c=20.542(2) Å, β=95.667(2)°, C₂₂H₁₈N₄OS, M_r=386.46, V=1901.1(3) Å³, Z=4, D_c=1.347 g/cm³, F(000)=804, μ=0.191 mm^-1, the final R=0.0453 and wR=0.1307 for 2456 observed reflections with I>2σ(I). The crystal packing of the compound is stabilized by classical intermolecular N-H…S hydrogen bonds. Furthermore, the biological activity to four vegetable pathogens has been tested. The title compound exhibited good fungicidal activities to Gibberlla nicotiancola.

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

English

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

English

Synthesis, Structure and Biological Activity of 5-Benzyl-4-amino-1,2,4-triazole-3-thione Schiff Base

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

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