Efficient and Convenient Protocol for the Synthesis of Novel 1,2,4-Triazolo[3,4-b][1,3,4]Thiadiazines

Abstract

The novel triazolothiadiazine analogs 5a–p were obtained via a multistep synthetic sequence beginning with 5-substituted 4-amino-1,2,4-triazole-3-thiols 1. Compound 1, in reaction with various aromatic aldehydes 2 in acetic acid, afforded Schiff bases 3a–p. Cyclization of 3a–p with ethyl chloroacetate 4 in the presence of sodium hydride at room temperature gave triazolothiadiazines 5a–p in good yields.

Keywords:

• Schiff-base
• 1,2,4-triazole
• triazolothiadiazine

ACKNOWLEDGMENT

We gratefully acknowledge the financial support from the Research Council of Arak University.

Notes

^a Isolated yields.

^a Isolated yields.