Potential Anti-cancer Agents. X. Syntheses and Reactions of 3- and 6-Azidopyridazine 1-Oxide

Treatment of 3, 6-dichloropyridazine (III) with sodium azide resulted in the formation of a mixed azido-tetrazolo compound (IV). 3-Azidopyridazine 1-oxide (X) and 6-azidopyridazine 1-oxide (XIX) were synthesized from the corresponding hydrazino compounds (XII, XVII) with nitrous acid, and also from chloro compound IX with sodium azide. Then several reactions, such as ionic reaction, catalytic hydrogenetion, thermal decomposition, reactions with phosphorus trichloride and with phosphorus oxychloride, and reaction with DPPH of these azides were examined.