Aminophenazines diazotization

On the other hand, there is at least one case of an aromatic amine without a hydroxy group in the 2-position, namely 1-aminophenazine (2.29) which, after the initial diazotization, is oxidized within minutes by air or additional nitrous acid to the quinone diazide 2.31 (Olson, 1977). 

There is no direct experimental evidence for the intermediate 2.30 in the reaction sequence of Scheme 2-19. In the corresponding diazotization of 2-aminophenazine the proportion of the quinone diazide (isomer of 2.31) amounted to only 16%, but 30% unsubstituted phenazine was also found. The phenazine may have resulted from the overall redox reaction. 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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