One-pot synthesis of novel 1,2,3,4,5a,7,8,8b-octaaza-acenaphthylenes

Abstract

Reaction of 4-amino-4H-1,2,4-triazole-3,5-dithiol 1a with hydrazonoyl halides 2 in ethanol in the presence of sodium ethoxide under reflux led to the formation of the title compounds 5. The latter products can also obtained by reaction of 4-amino-3,5-di(methylthio)-4H-1,2,4-triazole 1b with hydrazonoyl halides 2 in ethanol in the presence of sodium ethoxide by stirring over night at room temperature. The structures of the products were evidenced by spectral, elemental as well as X-ray diffraction analyses. The mechanism of the studied reactions was also discussed.