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Ring transformation of 8‐bromo‐1,7‐phenanthroline in reaction with potassium amide/liquid ammonia
Author(s) -
van den Haak Henk J. W.,
Bouw Jan P.,
van der Plas Henk C.
Publication year - 1983
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.5570200234
Subject(s) - chemistry , liquid ammonia , amide , ring (chemistry) , potassium , ammonia , transformation (genetics) , phenanthroline , aldimine , medicinal chemistry , organic chemistry , polymer chemistry , catalysis , biochemistry , gene
Reaction of 8‐bromo‐1,7‐phenanthroline with potassium amide in liquid ammonia gives besides the corresponding 8‐amino compound 2‐methyl‐1,3,5‐triazaphenanthrene. In this ring transformation 7‐ethynyl‐aminoquinoline‐8‐aldimine is involved as intermediate, as proved by nmr spectroscopy.