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On the amination of pteridines by liquid ammonia‐potassium permanganate
Author(s) -
Sladowska H.,
De Meester J. W. G.,
Van Der Plas H. C.
Publication year - 1986
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.5570230233
Subject(s) - chemistry , potassium permanganate , liquid ammonia , amination , ammonia , potassium , organic chemistry , permanganate , nuclear magnetic resonance spectroscopy , inorganic chemistry , medicinal chemistry , catalysis
7‐Phenyl‐, 7‐( p ‐methoxyphenyl)‐, 7‐methyl‐, 7‐ t ‐butyl‐, 6,7‐diphenyl‐, 6,7‐dimethyl‐ and 2‐phenylpteridine are converted in good yields into their respective 4‐amino compounds, when they are dissolved in liquid ammonia (‐40°) and potassium permanganate is added to the solution. Increase of the temperature of the amino‐oxidation did not change the position of substitution, the yields are however lower. The intermediary of 4‐aminodihydropteridines in these reactions has been proved by 1 H nmr spectroscopy.