The Synthesis and Antibacterial Activities of 1,4-Bis[(3-aryl)-1,2,4-triazolo[3,4-b]-[1,3,4]thiadiazole-6-yl]Butanes

Abstract

1,4-Bis[(3-aryl)-1,2,4-triazolo[3,4-b]-[1,3,4]thiadiazole-6-yl]butanes (2a–o) were synthesized in high yields by cyclization of 3-aryl-4-amino-5-mercapto-1,2,4-triazoles (1a–o) with hexanedioic acid in the presence of POCl₃ and tetrabutylammonium iodide as a catalyst. The newly prepared compounds were characterized by analytical and IR, ¹H NMR, and EI-MS spectral analysis. The preliminary antibacterial tests showed that most of them were effective against Staphylococcas aureus, Escherichia coli, and Bacillus subtilis. Compounds 2d, 2n, and 2o exhibited promising antibacterial activity.

Keywords:

• 3-aryl-4-amino-5-mercapto-1,2,4-triazoles
• bis[1,2,4-triazolo-[3,4-b]-[1,3,4] thiadiazoles
• antibacterial activities
• synthesis

Acknowledgments

We gratefully acknowledge financial support of this work by the Natural Science Foundation of Hubei Province Education Committee of China (Project No. D200660001).

Notes

^{a a} Purified yields of 2a–2o were based on hexanedioic acid.