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1,3,5-Triazinylnitrile oxides were prepared in situ from 2-R-4-R′-1,3,5-triazin-6-ylnitroformaldoximes and were treated with substituted acetylenes to give 3,5-disubstituted isoxazoles. The X-ray data obtained for 5-hydroxymethyl-3-(4′-dimethylamino-2′-methoxy-1,3,5-triazin-6′-yl)isoxazole is discussed.

Reactions of salts of 1,3,5-triazine dinitromethyl derivatives with nitrogen dioxide that result mainly in 1,3,5-triazinenitrolic acids are investigated. The behavior of nitrolic acid in electroreduction at a mercury drop electrode at various pH was studied; oxygen was shown to accelerate the process. The promoting effect of nitrolic acids on the activity of soluble guanylate cyclase of human platelets was shown. The studied nitrolic acids are active donors of nitric oxide, a universal and important regulator of cell metabolism functions. NO-releasing properties of furoxans are investigated.

Addition of enolates of dicarbonyl compounds to 1,3,5-triazinylnitrile oxides, prepared in situ from 2-R-4-R1-1,3,5-triazin-6-ylnitroformaldoximes, led to the formation of 3,4,5-trisubstituted isoxazoles. The X-ray crystal structure of 4-ethoxycarbonyl-3-(2′-methoxy-5-methyl-4′-pyrrolidinyl-1,3,5-triazin-6′-yl)-5-isoxazole is described.

2-Dialkylamino-4-methoxy-6-trinitromethyl-1,3,5-triazines reacted with triphenylphosphine in toluene in the presence of primary aliphatic alcohols as proton donors to give the corresponding 6-[hydroxyimino (nitro)methyl)-1,3,5-triazines. Analogous reactions in the presence of prop-2-yn-1-ol at elevated temperature resulted in the formation of [3 + 2]-dipolar cycloaddition products, 3-(1,3,5-triazinyl)-5-hydroxymethylisoxazoles.

2-Dialkylamino-4-methoxy-6-trinitromethyl-1,3,5-triazines reacted with triphenylphosphine in toluene in the presence of primary aliphatic alcohols as proton donors to give the corresponding 6-[hydroxyimino (nitro)methyl)-1,3,5-triazines. Analogous reactions in the presence of prop-2-yn-1-ol at elevated temperature resulted in the formation of [3 + 2]-dipolar cycloaddition products, 3-(1,3,5-triazinyl)-5-hydroxymethylisoxazoles.