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1.
Инвентарный номер: нет.
   
   S 53

    Shchegol'kov, E. V.
    The transformations of fluoroalkyl-containing 2-arylhydrazono-1,3-dicarbonyl compounds with methylamine [Electronic resource] / E. V. Shchegol'kov, Ya. V. Burgart, V. I. Saloutin // Journal of Fluorine Chemistry. - 2007. - Vol. 128, № 7. - P779-788
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroalkylated 1,2,3-triketone 2-arylhydrazones and 2-arylhydrazono-3-oxo esters react variously with methylamine depending on the structure of the fluorinated substituent. 2-Arylhydrazono-1,3-dicarbonyl compounds having "short" fluoroalkyl substituents condense with methylamine at the carbonyl group attached to the non-fluorinated substituent whereas ones containing a lengthy polyfluoroalkyl substituent undergo haloformic cleavage as a result of the amine addition at the carbonyl group bearing such a substituent. The resulting 2-arylazo-3-(N-methyl)amino-1-polyfluoroket-2-en-1-ones and 1-(N-methyl)amino-2-arylhydrazono-3-fluoroalkyl-3-oxopropanamides have complexing properties, and they can bind to nickel(II) and copper(II) ions. Nickel chelates can be obtained by a three-component condensation of 2-arylhydrazono-1,3-dicarbonyl compounds and methylamine in the presence of nickel(II) cations.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2007, v.128. p.779.pdf
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2.
Инвентарный номер: нет.
   
   R 31

   
    Recyclization of 7-fluoroalkyl-4,7-dihydroazolo[5,1-c][1,2,4]triazines into 5-(pyrazolinylhydrazono)azoles in the reactions with hydrazides and thiosemicarbazide [Text] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, M. I. Kodess, V. I. Saloutin, O. N. Chupakhin // Heterocycles. - 2006. - Vol. 68, № 12. - P2515-2525
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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3.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis, analgesic and antipyretic activity of 2-(antipyrin-4-yl)hydrazones of 1,2,3-triketones and their derivatives [Electronic resource] / E. V. Shchegol'kov, O. G. Khudina, L. V. Anikina, Ya. V. Burgart, V. I. Saloutin // Pharmaceutical Chemistry Journal. - 2006. - Vol. 40, № 7. - P373-376. - Библиогр. : с. 376 (10 назв.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 1,2,3-Triketone 2-(antipyrin-4-yl)hydrazones were synthesized via the azo-coupling reactions of 1,3-diketones with 2-(antipyrin-4-yl)diazonium chloride. The fluoroalkyl-containing hetarylhydrazone enters into cyclocondensation with hydrazines at the 1,3-dicarbonyl fragment to yield 3-tetrafluoroethyl derivatives of pyrazole. It was found that 1,2,3-triketone 2-(antipyrin-4-yl)hydrazones and N-(2-hydroxyethyl)-substituted pyrazole exhibit analgesic activity comparable with that of their structural analog analgin (metamizole sodium), but do not possess antipyretic properties. In contrast, N-phenyl-substituted pyrazole did not exhibit analgesic properties but produced a certain antipyretic effect four hours after pyrogenic administration. Fluoroalkyl-containing compounds are less toxic substances than nonfluorinated 2-(antipyrin-4-yl)hydrazone and analgin.

\\\\Expert2\\nbo\\Pharmaceutical Chemistry Journal\\2006, 40 (7), 373-376.pdf
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4.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis and the reactions of trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines [Electronic resource] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, M. I. Kodess, O. N. Kazheva, A. N. Chekhlov, G. V. Shilov, O. A. Dyachenko, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2005. - Vol. 126, № 8. - P1230-1238
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The coupling of trifluoromethylated 1,3-diketones with (het)aryldiazonium chlorides results mainly in the formation of 1,2,3-triketones 2-(het)arylhydrazones while using hetarylamine with a NH-group at the ?-position of the heterocycle as the diazonium component gives 4,7-dihydroazolo[5,1-c]triazines due to cyclization at the trifluoroacetyl fragment. Trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 7-hydroxy-4,7-dihydroazolo[5,1-c]triazines react regio-selectively with methyl hydrazine and phenyl hydrazine to form 3-CF3-pyrazoles. The long-range coupling constants (JF-H) of 1-methylpyrazoles and the chemical shifts of trifluoromethyl groups in the 19F NMR spectra can be used for the determination of regio-isomeric structures of mono(trifluoromethyl)-substituted pyrazoles. 2-(Het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines with two trifluoromethyl substituents afford the mixtures of cis- and trans-azopyrazoles in the reactions with hydrazines.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2005, v.126, p.1230.pdf
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5.
Инвентарный номер: нет.
   
   R 30

   
    Reactions of polyfluorinated 2-arylhydrazono-3-oxocarboxylic acid esters with o-phenylenediamine [Electronic resource] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2004. - Vol. 40, № 6. - P813-817
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Polyfluorinated 2-arylhydrazono-3-oxocarboxylic acid esters react with o-phenylenediamine in neutral medium to give mainly the corresponding o-aminoanilides which can be converted into 1,5-benzodi-azepin-2-ones. In the reactions with ethyl 2-arylhydrazono-3-oxobutanoate and its 4,4-di- and 4,4,4-trifluoro derivatives, ethyl 2-(2-benzimidazolyl)-2-[(4-methylphenyl)hydrazono]ethanoate is also formed.

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2004, 40 (6), 813.pdf
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6.
Инвентарный номер: нет.
   
   T 44

   
    The interaction of fluorinated 2-arylhydrazono-1,3-dicarbonyl compounds with o-phenylenediamine [Electronic resource] / O. G. Khudina, E. V. Shchegol'kov, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Journal of Fluorine Chemistry. - 2004. - Vol. 125, № 9. - P1363-1370
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 2-Arylhydrazono-3-fluoroaklyl-3-oxo esters react with o-phenylenediamine under neutral conditions to form mainly o-aminoanilides, from which can be obtained 1,5-benzodiazepin-2-ones. Ethyl-2-(benzimidazol-2-yl)-2-(4-methylphenyl)hydrazonoethanoate was isolated also from the reaction of di(tri)fluoromethyl-containing 2-arylhydrazono-3-oxo esters. The reactions of o-phenylenediamine with 1,2,3-triketone 2-arylhydrazones containing alkyl substituents result in the formation of 1-(benzimidazol-2-yl)-1,2-dioxoalkane arylhydrazones, whereas phenylsubstituted analogues afford 2-phenylbenzimidazole. Nickel(II) chelates of N,N?-phenylene-bis(2-arylazo-1,3-aminovinylketones) were obtained from 1,2,3-triketone 2-arylhydrazones and o-phenylenediamine using a template method.

\\\\Expert2\\nbo\\Journal of Fluorine Chemistry\\2004, v.125, p.1363.pdf
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7.
Инвентарный номер: нет.
   
   G 37

   
    Geometric isomerism in the series of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones [Electronic resource] / O. G. Khudina, E. V. Shchegol'kov, M. I. Kodess, Ya. V. Burgart, V. I. Saloutin, O. N. Chupakhin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 3. - P380-387
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
2-ARYLHYDRAZONES -- X-RAY DIFFRACTION
Аннотация: According to the 1H, 13C, and 19F NMR data, fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones in CDCl3 exist exclusively, while in (CD3)2CO preferentially, as isomers in which the acyl or aroyl group is involved in intramolecular hydrogen bond. The isomer structure was assigned on the basis of the chemical shifts of the carbonyl carbon atoms and fluorine atoms and carbon-fluorine spin-spin coupling constants J C-F. X-Ray diffraction data showed that 1,2,3-trione 2-arylhydrazones in crystal have the same structure as in CDCl3 solution. Quantum-chemical calculations were performed to rationalize predominant formation of 1,2,3-trione 2-arylhydrazone isomers with a free polyfluoroacyl group

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (3), 380-387.pdf
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8.
Инвентарный номер: нет.
   
   R 30

   
    Steric structure of alkyl 2-aryl(hetaryl)hydrazono-3-fluoroalkyl-3-oxopropionates [Electronic resource] / E. V. Shchegol'kov, Ya. V. Burgart, O. G. Khudina, V. I. Saloutin, O. N. Kazheva, A. N. Chekhlov // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 6. - P801-809
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Steric structure of fluorinated 2-arylhydrazono-3-oxo esters was studied by 1H, 19F, and 13C NMR spectroscopy and X-ray analysis. It was found that these compounds in the crystalline state and in solutions in acetone-d 6, DMSO-d 6, and CDCl3 exist as Z isomers with the ester fragment involved in intramolecular hydrogen bond with the hydrazone NH proton. Exceptions are alkyl 2-arylhydrazono-4,4-difluoro-3-oxobutanoates which exist in acetone-d 6 as mixtures of Z and E isomers, the former prevailing. Unlike fluorinated analogs, ethyl 2-(4-methylphenyl)hydrazono-3-oxobutanoate in crystal has the structure of E isomer in which intramolecular hydrogen bond is formed between the NH proton and acetyl carbonyl group. The same compound in acetone-d 6, DMSO-d 6, and CDCl3 gives rise to a mixture of Z and E isomers, the latter prevailing

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (6), 801.pdf
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9.
Инвентарный номер: нет.
   
   S 98

   
    Synthesis and structure of 4-hydroxy-4-fluoroalkyl-1,4-dihydroimidazo[5,1-c][1,2,4]triazines [Electronic resource] / E. V. Shchegol'kov, E. V. Sadchikova, Ya. V. Burgart, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 4. - P572-580
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Azo coupling of fluorinated 1,3-diketones with 4-ethoxycarbonyl-1H-imidazole-5-diazonium chloride led to the formation of 4-hydroxy-4-polyfluoroalkyl-1,4-dihydroimidazo[5,1-c][1,2,4]triazines. According to the 1H and 19F NMR data, these compounds in solution give rise to ring-chain tautomerism via opening of the C4-N5 bond, which is especially characteristic of dihydroimidazotriazines with a polyfluoroalkyl substituent longer than trifluoromethyl group

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (4), 572.pdf
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10.
Инвентарный номер: нет.
   
   C 73

   
    Condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine [Electronic resource] / E. V. Shchegol'kov, Ya. V. Burgart, P. A. Slepukhin, O. N. Kazheva, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 12. - P1788-1796
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones react with methylamine in different ways, depending on the substrate structure. Arylhydrazones having a short fluoroalkyl substituent (RF = CF3, HCF2CF2) react at the carbonyl group adjacent to the nonfluorinated substituent to give 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones. Arylhydrazones with a long-chain fluoroalkyl group (RF = C3F7 and longer) and a bulky nonfluorinated group take up methylamine molecule at the carbonyl group linked to the fluorinated substituent, and the subsequent haloform reaction yields N-methyl-2-arylhydrazono-3-oxobutanamides. Both types of products are formed in reactions of methylamine with 1,2,3-triketone 2-arylhydrazones having a long fluoroalkyl group and methyl group at the other carbonyl group. Template condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine over Ni(II) template gives bis[3-alkyl(aryl)-1-polyfluoroalkyl-3-methylamino-2-aryldiazenylprop-2-en-1-onato-N,N?]-nickel(II), regardless of the size of the fluoroalkyl substituent. The same complexes and their copper analogs can be obtained by treatment of 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones with the corresponding metal salts

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2007, 43 (12), 1788.pdf
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