Facile and Convenient Synthesis of Triazolopyridazine Derivatives via 1,3-Dipolar Cycloaddition Reaction of Organic Azides†

Abstract

1,3-Dipolar cycloaddition reactions of substituted benzyl azides

1a-t and bis (azidomethyl) benzenes 2a-c with dibenzoylacetylene

3 afforded the corresponding 1H-1,2,3-triazole derivatives 4a-t and

7a-c respectively. Reaction of these triazoles 4a-t and 7a-c with

hydrazine hydrate in ethanolic solution was found to produce in

high yield the corresponding triazolopyridazine and bis (triazolopyridazine)

derivatives 6a-t and 9a-c respectively. The structures

of the newly synthesized products 4, 6, 7 and 9 were confirmed

from their spectral and analytical data.