Cubane derivatives

New substituted cubane-1,4-dicarboxamides and 4-bromocubanecarboxamides containing the nitroxyl group and amino acid fragments along with the cubane skeleton were synthesized. The cardiac pharmacological activity (both the effect on aorta relaxation and the calcium channel blocking activity) of most of nitroxyalkyl derivatives is equal to or higher than that of N-(2-nitroxyethyl)nicotinamide (nicorandil).     

Synthesis and study of organic nitrates of heterofunctional series. 5. Synthesis of 3,3-bis(hydroxymethyl)oxetane mono- and dinitrates and 2,2-bis(hydroxymethyl)propane-1,3-diol (pentaerythritol) mono- and dinitrates

New procedures were developed for the synthesis of 3,3-bis(hydroxymethyl)oxetane dinitrate (1) by O-nitration of the corresponding glycol (3) or its mononitrate (6), which were prepared by the reactions of 2,2-bis(hydroxymethyl)propane-1,3-diol (pentaerythritol) (2) mono- (4) and dinitrates (5), respectively, with alkali. A new method was devised for the synthesis of compounds 4 and 5 by the reaction of tetraol 2 with concentrated HNO₃ in dichloroethane. The structures of compounds 1 and 6 were established by X-ray diffraction analysis.     

“Dormant” inhibitors of urethane type as controllers of temperature modes of styrene polymerization

Urethanes based on a series of monoisocyanates and phenolic inhibitors of styrene radical polymerization, which release the initial phenolic inhibitor at elevated temperatures, were prepared and characterized. Some of these compounds meet the requirements to “dormant” inhibitors: they sharply decelerate thermally initiated high-temperature polymerization of styrene and do not noticeably affect the rate of low-temperature polymerization in the presence of an inhibiting substance. The possibility of preventing uncontrollable emergency situations by adding these compounds to the initial monomer was confirmed experimentally.     

N-Substituted tetrahydro-1,3-oxazines and oxazolidines. 1. A new version of the Mannich reaction involving amino alcohols

A new version of the Mannich reaction involving amino alcohols (3-aminopropan-1-ol and aminoethanol) was developed. These compounds react with formaldehyde and CH or NH acids to give N-substituted tetrahydro-1,3-oxazines or oxazolidines.     

New hyperbranched poly([1,2,3]-triazole-[1,3,5]-triazines)

New hyperbranched polymers have been synthesized through the 1,3-dipolar polycycloaddition of the AB₂ monomer—2-azido-4,6-bis(propynyloxy)-[1,3,5]-triazine. The polymers contain conjugated heteroaromatic triazine and triazole cycles and terminal acetylene groups. The products have been characterized by exclusion liquid chromatography and IR and ¹H NMR studies.     

Specific features of urethane-formation reactions in azide-containing media

The kinetic features of reactions of 1,6-hexamethylene diisocyanate with azide-containing oligodiols of the polyether nature and low-molecular-mass alcohols and diols containing primary and secondary OH groups in the presence of small amounts of cyclic azide-containing monomers have been studied. As evidenced by IR measurements, hydroxyl groups occur in the systems under study in the form of various associates involving system components. The activation effect of azide groups on the kinetics of urethane-formation has been established, and a feasible mechanism of this activation that relies on ideas concerning the role of associative interactions in the reaction system has been advanced.     

Reactions of 1,1-diamino-2,2-dinitroethylene with diamines

Reactions of 1,1-diamino-2,2-dinitroethylene with diamines were studied.     

New N-nitrosoamines. 2. Transformations of tetrahydro-1,3-oxazines into nitrates of N-nitrosoamino alcohols

The reactions of HNO₃ with tetrahydro-1,3-oxazines 1a—c produced by aminomethylation of diketopiperazine, isatin, and succinimide, respectively, afforded nitrates of amino alcohols [RCH₂NH₂(CH₂)₃ONO₂]⁺NO₃ ^– (4a—c) whose subsequent N-nitrosation (NaNO₂, AcOH) gave nitrates of N-nitrosoamino alcohols RCH₂N(NO)(CH₂)₃ONO₂ (5a—c). The structures of compound 5b,c were established by X-ray diffraction analysis.     

Synthesis of 5-dinitromethyltetrazole

A convenient method of synthesizing 5-dinitromethyltetrazole on the basis of 1,1-diamino-2,2-dinitroehtilene was developed.