A smiles rearrangement in the pyridazine series
In the hydrazinolysis of 6-chloro-3-(β-phthalimidoethoxy)-pyridazine a rearrangement takes place with the formation of 6-chloro-3-(β-hydroxyethylamino)pyridazine. The action of thionyl chloride on the latter has given 6-chloro-2,3-dihydroimidazo[1,2-b]pyridazmium chloride. The reaction of β-hydroxyethylguanidine with 3,6-dichloropyridazine leads to 6-chloro-3-(β-hydroxyethylguanidino)pyridazine.