Facile synthesis of some novel triazolo[3,4-b]thiadiazines and triazolo[4,3-b]tetrazines

ABSTRACT

4-Amino-5-ethyl-4H-1,2,4-triazole-3-thiol was used as a key intermediate for the synthesis of triazolo[3,4-b][1,3,4]thiadiazines, triazolo[4,3-b][1,2,4,5]tetrazines and Schiff’s base via reactions with various hydrazonoyl halides and salicyaldehyde, respectively. Moreover triazolyl-N-N′-triazole derivatives were prepared from reaction of Schiff’s base with various hydrazonoyl halides. The structures of all the newly synthesized heterocyclic compounds were established by considering elemental analysis and spectral data.

GRAPHICAL ABSTRACT

KEYWORDS:

• 1,2,4-Aminomercaptotriazole
• hydrazonoyl halides
• triazolo[3,4-b]thiadiazine
• triazolo[4,3-b]tetrazine

Acknowledgments

We thank the Alexander von Humboldt-Foundation (Germany) for granting frequent short research fellowships to F. M. Abdelrazek and for the continuous help and support. Thanks are also due to Professor Peter Metz, Institute of Organic Chemistry, TU-Dresden for his repeated invitations and generous hospitality.