The Journal of Organic Chemistry

Molecular rearrangements. Synthesis, stability, and rearrangements of 2-imino-2H-isoxazolo [2, 3-a] pyrimidines and 2-aminoisoxazolo [2, 3-a] pyrimidinium salts

G Zvilichovsky, M David

Index: Zvilichovsky, Gury; David, Mordechai Journal of Organic Chemistry, 1983 , vol. 48, # 4 p. 575 - 579

Full Text: HTML

Citation Number: 10

Abstract

2-Amino derivatives of isoxazolo [2, 3-a] pyrimidinium salts were prepared by the condensation of 3, 5-diaminoisoxazole with acetylacetone and benzoylacetone, respectively. The free base, eg, 2-amino-2H-isoxazolo [2, 3-~] pyrimidine system, was found to be unstable and to undergo rearrangement to 2-(cyanomethy1ene) pyrimidine 1-oxide derivatives. Kinetic study of this rearrangement at various pH values enabled the ...