Degradation of Propildazine in Water

Unexpected Hydrazinolysis Behaviour of 1-Chloro-4-methyl-5H-pyridazino[4,5-b]indole and a Convenient Synthesis of New [1,2,4]-Triazolo[4’,3’:1,6]pyridazino[4,5-b]indoles

“…The oxidative removal of a hydrazino group from arylhydrazines is a well-established method [3] and has also found many applications in pyridazine chemistry [4]. However, in most cases such transformations require the use of oxidants like copper(II) salts or mercury(II) oxide, although there are also examples in which molecular oxygen acts as the oxidant, typically in strongly alkaline media [5][6][7][8][9][10][11]. As a mechanism of the observed transformation, we can propose a dehydrogenation of the N-N bond of the hydrazino function into a diazene structure, followed by spontaneous loss of molecular nitrogen, (Scheme 2).…”