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Triazine chemistry VIII. 2,5‐dihydro‐5‐oxo‐1,2,4‐triazines
Author(s) -
Lee Jaekeun,
Paudler William W.
Publication year - 1972
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.5570090505
Subject(s) - chemistry , triazine , tautomer , lone pair , ring (chemistry) , computational chemistry , alkylation , medicinal chemistry , organic chemistry , stereochemistry , molecule , catalysis
2,5‐Dihydro‐5‐oxo‐1,2,4‐triazine and some of its alkylated derivatives have been prepared. Nmr spectroscopic analysis has established that the 2,5‐dihydro‐5‐oxo tautomers are preferred over the 4,5‐dihydro‐5‐oxo ones. This preference, and the behavior of 1,2,4‐triazines in some other chemical reactions has been interpreted in terms of electron‐electron repulsions between the lone pairs of electrons of N 1 and N 2 in this ring system.