Synthesis of New N-Hydroxy-6-methyluracil-5-carboximidoyl Chloride Derivatives

Abstract

N-Hydroxy-6-methyluracil-5-carboximidoyl chloride was synthesized for the first time, and its halogenation and reactions with amines (imidazole, aniline) were studied. The reaction of the title compound with sodium azide gave the corresponding N-hydroxycarboximidoyl azide. The Z isomer of the latter was stable, and it did not undergo isomerization to the E isomer, which prevented transformation to 1-hydroxytetrazole. 6-Methyluracil-5-carbaldehyde oxime was readily acylated at the oxime oxygen atom.