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The diazotization of 1‐aminophenazine
Author(s) -
Olson Edwin S.
Publication year - 1977
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570140724
Subject(s) - chemistry , diazo , salt (chemistry) , diazonium compounds , phenazine , azo coupling , medicinal chemistry , combinatorial chemistry , organic chemistry
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(l H )phenazinone ( 1 ), whose coupling ability has been demonstrated to be very weak. A similar reaction occurred with 2‐aminophenazine.