H. C. Plas, H. Jongejan, A. Koudijs
May 1, 1978
Citations
0
Influential Citations
20
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Heating of 5-nitropyrimidine with acetic acid in water leads to the formation of 3,5-dinitro-pyridine. The mechanism proposed for this novel ring transformation involves a fragmentation of the pyrimidine ring, leading to the formation of a two-atom and a four-atom moiety, which on condensation gives the pyridine ring. With hydrazine hydrate, 5-nitropyrimidine undergoes ring contraction into 4-nitropyrazole.