The diazotization of 1‐aminophenazine

Abstract

An investigation of why 1‐aminophenazine fails to form a diazonium salt which will couple with β‐naphthol revealed that the phenazine‐1‐diazonium cation reacts rapidly with water to give l‐diazo‐2(lH)phenazinone (1), whose coupling ability has been demonstrated to be very weak. A similar reaction occurred with 2‐aminophenazine.

Sythesis and Characterisation of New 2-Diazo-3-Oxo-5,10,15,2o-Tetraphenylchlorins

“…However, there is at least one example of a comparable reaction described in the literature (7). It is very important that hydroperoxide containing THF (CAUTION) is used, otherwise the reaction will lead to a porphyrin diazonium ion and CuTPP (tetraphenylporphyrinato-copper(ll)) as main reaction products and a large number of decomposition products.…”