Yu. A. Rozin

Synthesis and properties of aroyl derivatives of 2-imidazolone and 2-benzimidazolone

A series of C-aroyl derivatives of 2-imidazolone and 2-benzimidazolone has been obtained by the reaction of the chlorides of the corresponding carboxylic acids with imidazolone and benzimidazolone in the presence of anhydrous aluminum chloride. A consideration of the IR spectra has shown that the substances synthesized have the lactam structure in the solid state.

Fluoro-containing Heterocycles: V. Cyclization of 3-Azolylamino-2-polyfluorobenzoylacrylates

The heating of ethyl 3-azolylamino-2-polyfluorobenzoylacrylates in acetonitrile in the presence of KF gave rise to derivatives of 1-azolyl-substituted quinolones or azolo[1,5-a]pyrimidines.

Synthesis of 1-Substituted 3-Alkyl-1,2,3-triazol-3-ium-5-olates

Alkylation of 1-substituted sodium 1,2,3-triazol-5-olates with halogen derivatives occurs at the nitrogen atom in position 3 of the heteroring to give zwitterionic 1,2,3-triazol-3-ium-5-olates.

Synthesis and Properties of 1-Arylsulfonyl-1,2,3-triazol-5-olates

A series of 1-arylsulfonyl-4-carbamoyl-1,2,3-triazol-5-olates has been synthesized. The cyclization of diazoacetamides by the action of base has been shown to be reversible for the first time. 1-Arylsulfonyl-1,2,3-triazol-5-olates undergo rearrangement upon heating to give isomeric N-sulfonylcarbamoyldiazoacetimidolates. An equilibrium exists between these isomers in DMSO solution, which is shifted toward the acyclic derivative.

Synthesis and Investigation of Ring-chain Isomerism of the Derivatives of N-Amino-5-hydroxy-1,2,3-triazole-4-carboxylic Acid

A series of sodium salts of 4-substituted 1-amino-5-hydroxy-1,2,3-triazoles was obtained by the “diazo transfer” reaction to arylmethylene-protected α-ethoxycarbonyl- and α-(methylcarbamoyl)-acetohydrazides. In DMSO solution the corresponding neutral hydroxytriazoles exist in equilibrium with the isomeric diazo compounds with an open chain. Electron-donating substituents stabilize the cyclic form. A good correlation was obtained between the equilibrium constants and the Hammett σ-constants. During the diazotization of benzaldehyde α-amino-α-cyanoacetylhydrazone the initially formed diazo compound undergoes spontaneous cyclization in solution to hydroxytriazole. Removal of the arylmethylene protection leads to N-unsubstituted sodium salts of 1-amino-5-hydroxytriazoles, but acidification of the latter leads to diazoacetohydrazides with an open chain.

Hetaryl 1,2,3-Thiadiazolyl Sulfides

The synthesis of hetaryl 1,2,4-thiadiazolyl sulfides has been carried out by nucleophilic substitution of the chlorine atom in 5-chloro-1,2,3-thiadiazole by mercaptoheterocycles.

Synthesis and properties of hydrazones of the antitumor antibiotic rubomycin

However, when used at therapeutic doses these preparations exhibit considerable toxic effects such as cardiotoxicity and suppression of normal hemopoeisis, etc. [2], It is also recognized that small structural changes in the anthracyclines alter their therapeutic and side reaction effects. That fact allows us to consider the modification of natural products for the purpose of obtaining preparations with a more favorable combination of biological properties [3, i0],

Heterylimidazoles IV. Homolytic dissociation of hexaaryldimidazolyls and their heterocyclic analogs

The rate constants and activation energies for homolytic dissociation of 2,2′-di[α (β)-naphthyl]-, 2,2′-diquinolinyl-, and 2,2′-di(9-acridinyl)-4,4′,5,5′-tetraphenyldiimidazolyls in toluene in the presence ofα,α-diphenyl-β-picrylhydrazine were determined. The degrees of dissociation of the diimidazolyls were found. The effect of substituents on the stability of imidazolyl radicals is discussed.