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Pyrimidine N ‐oxides. Oxidation of 5‐nitroso‐2,4,6‐triaminopyrimidine
Author(s) -
Delia T. J.,
Portlock D. E.,
Venton D. L.
Publication year - 1968
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.5570050402
Subject(s) - chemistry , nitroso , pyrimidine , nitro , oxide , medicinal chemistry , computational chemistry , organic chemistry , stereochemistry , alkyl
The peroxytrifluoroacetic acid oxidation of 5‐nitroso‐2,4,6‐triaminopyrimidine ( 1b ) led to the formation of two products: 5‐nitro‐2,4,6‐triaminopyrimidine 1‐ N ‐oxide ( 2 ) and 5‐nitro‐2,4,6‐triaminopyrimidine 1‐3‐di‐ N ‐oxide ( 3 ). On the basis of previous experience 2 was the sole expected oxidation product. However, 3 represents a rather unexpected development in that di‐ N ‐oxides in the pyrimidine series are uncommon. The yields are good for both products and structures are assigned on the basis of elemental analysis, mass spectral data, and chemical reactions. The reaction sequence is also discussed.