Hetrocyclic Thiones and Their Analogs in Reactions of 1,3-Dipolar Addition: V. Reactions of 2,3,3-Triphenyl-1-thioxophthalimidine with Nitrile Imines

2,3,3-Triphenyl-1-thioxophthalimidine reacted with nitrile imines along the pattern of [3+2]-cycloaddition affording 2,3,3,3′,5′-pentasubstituted benzo[c]pyrrolidine-1-spiro-2′-(2′,3′-dihydro-1′,3′,4′-thiadiazoles). The reaction is regioselective and involves the exocyclic C=S bond.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 5, 2005, pp. 772–775.Original Russian Text Copyright © 2005 by Budarina, Labeish, Bel’skii, Galishev.     

Synthesis of Tricyclic Spiro Compounds on the Basis of Alloocimene

Cyclization of 2- and 5-(2-methyl-1-propenyl)-3-cyclohexene-1-spiro-1′-cyclopentan-2′-ols and 2- and 5-(2-methyl-1-propenyl)-3-cyclohexene-1-spiro-1′-cyclohexan-2′-ols in the presence of orthophosphoric acid leads to formation of isomeric tricyclic spiro compounds.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 40–42.Original Russian Text Copyright © 2005 by Balbolov, Skumov, Mitkova.     

Synthesis of 3-(3″-Aminobenzoylamido)-1-(2′,4′,6′-trichlorophenyl)pyrazol-5-one,an Intermediate in the Synthesis of the Purple Component of Color Photographic Materials

Catalytic reduction of 3-(3″-nitrobenzoylamido)-1-(2′,4′,6′-trichlorophenyl)pyrazol-5-one with hydrogen and hydrazine hydrate to 3-(3″-aminobenzoylamido)-1-(2′,4′,6′-trichlorophenyl)pyrazol-5-one, the key intermediate in the synthesis of the purple component of color photographic and motion-picture materials, was studied.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 2, 2005, pp. 284–286.Original Russian Text Copyright © 2005 by Yutilov, Smolyar, Minkina.     

Synthesis and Structure of Cytisinyl(β-chloro-β-phenylvinyl)phosphinic Esters

2-Propynyl, ethyl, and isopropyl cytisinyl(β-chloro-β-phenylvinyl)phosphinates were synthesized, and their structure was determined by X-ray analysis.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 6, 2005, pp. 917–919.Original Russian Text Copyright © 2005 by Zhivotova, Gazaliev, Fazylov, Karimova, D. Turdybekov, K. Turdybekov.     

Cyanoethylation of Aromatic Aldehyde Imines Containing a Hydroxy Group in the β- or γ-Position. Synthesis of 3-Cyanoethyl-1,3-oxazacycloalkanes

Acrylonitrile reacts with aromatic aldehyde imines containing a hydroxy group in the β- or γ-position to give 70–85% of the corresponding 2-aryl-3-cyanoethyltetrahydro-1,3-oxazines or 2-aryl-3-cyanoethyl-1,3-oxazolidines, respectively. The results of these reactions are rationalized in terms of ring-chain isomerism of the initial imines.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 7, 2005, pp. 1064–1066.Original Russian Text Copyright © 2005 by Kon’kova, Abovyan, Khachatryan, Badasyan, Panosyan, Sargsyan.     

Synthesis and Properties of Substituted 2-Amino-5-nitrosobenzylamines

Substituted nitrosobenzylamines were synthesized by cyclocondensation of hydroxyimino-β-diketones with 4-dialkylamino-2-butanones.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 57–59.Original Russian Text Copyright © 2005 by Semichenko, Gavrilova, Suboch.     

Reaction of Sulfur Chlorides with Metal β-Diketonates

Metal β-diketonates react with sulfur dichloride to form sulfenyl chlorides irrespective of β-substituent. Bulky phenyl and tert-butyl groups do not prevent formation of fully substituted complexes. The possibility of preparing sulfenyl chloride derivatives of rhodium, ruthenium, and vanadium β-diketonates was demonstrated. A new procedure was suggested for preparing chlorosulfenyl-substituted β-diketonates. Disulfur dichloride reacts with metal chelates with the substitution of both chlorine atoms and formation of polynuclear complexes in which the diketonate groups are linked by disulfide bridges.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 3, 2005, pp. 367–374.Original Russian Text Copyright © 2005 by Svistunova, Shapkin, Nikolaeva.     

Synthesis of 5-Hydroxy-1,3-benzoxathiol-2-one and 2-Amino-1,3-benzothiazol-6-ol Derivatives from Chrysenequinonecarboxylic Acid

Diterpenoid 5-hydroxy-1,3-benzoxathiol-2-one and 2-amino-1,3-benzothiazol-6-ol derivatives were synthesized by reaction of methyl chrysenequinonecarboxylate with thiourea.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 6, 2005, pp. 849–852.Original Russian Text Copyright © 2005 by Tret’yakova, Flekhter, Galin, Shul’ts, Tolstikov.     

Complexation processes in KF-SbF<Subscript>3</Subscript>-H<Subscript>2</Subscript>O system studied by calorimetric titration

Complexation in a KF-SbF₃-H₂O system is studied in a range of molar ratios of fluorides KF : SbF₃= (0.1–2) : 1 by calorimetric titration. The equilibrium formation constants of complexes KSb₂F₇, KSbF₄, and K₂SbF₅ (5.8×10⁵±800, 3.3×10⁴±500, and 1.9×10⁶± 950, respectively) and the changes in enthalpy (–31.75± 0.74, –28.15±0.44, and –25.5±0.64 J mol^–1, respectively) and entropy (4±7, –8±5, and –35±9 J mol^–1 K^–1, respectively) are determined. The thermodynamic stability of the antimony(III) fluoride complexes is found to increase on going from KSb₂F₇ to K₂SbF₅.Translated from Koordinatsionnaya Khimiya, Vol. 31, No. 3, 2005, pp. 168–171.Original Russian Text Copyright © 2005 by Kovaleva, Zemnukhova, Lebedeva, Fedorishcheva.This revised version was published online in April 2005 with a corrected cover date.This revised version was published online in April 2005 with a corrected cover date.     

Influence of Surfactants on Structuring of Molding Blends Based on ZnO

The correlation between the surfactant sorption and structural mechanical properties of molding blends and granulated sorbents was studied.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 2, 2005, pp. 240–244.Original Russian Text Copyright © 2005 by Prokof’ev, Il’in, Basova.     

Reactions of α-Haloaldehydes with Triethyl Phosphorotrithioite

Triethyl phosphorotrithioite reacts with linear and cyclic α-mono- and α,α-dihaloaldehydes by the Perkow reaction scheme to form O-vinyl phosphorotrithioates. It was established that catalytic amounts of zinc chloride much accelerate the reaction.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 2, 2005, pp. 253–257.Original Russian Text Copyright © 2005 by Guseinov, Valiullina, Batyeva, Burangulova, Asadov, Sinyashin.     

Energy of Formation of an Acyclic <Emphasis Type="Italic">N</Emphasis>-Methyltrifluoromethanesulfonamide Dimer

The energy of formation of an open-chain N-methyltrifluoromethanesulfonamide dimer stabilized by the N-H⋯O=S hydrogen bond is 20.1 kJ mol⁻¹ (CH₂Cl₂). This value exceeds by ∼12 kJ mol⁻¹ the energy of formation of cyclic secondary methanesulfonamide self-associates per hydrogen bond.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 2, 2005, pp. 295–298.Original Russian Text Copyright © 2005 by Chipanina, Sherstyannikova, Sterkhova, Turchaninov, Shainyan.     

Structure-Property Relationship in Bispyrrolizidine Photochromic Compounds Derived from Indolo[4,5-<Emphasis Type="Italic">e</Emphasis>]- and -[7,6-<Emphasis Type="Italic">g</Emphasis>]indoles

The spirocyclic compounds bis[2′,3′-bis(methoxycarbonyl)-5′,6′,6′ -trimethylspirofluoren-9,4′-(1′-aza-2′-cyclopentene)][1′,5′ -a]indolino[4,5-e]indoline and bis[2-,3′-bis(methoxycarbonyl)-5′,6′,6′ -trimethylspiro-fluoren-9,4′-(1′-aza-2′-cyclopentene)][1′,5′ -a]indolino[7,6-g]indoline exhibit photochromic properties with various half-lifes. The AM1 method was used to correlate the structural and electronic properties, on the one hand, and photochromic properties, on the other, and to explain reasons for the difference in the photochromism of the two compounds.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 4, 2005, pp. 670–673.Original Russian Text Copyright © 2005 by Samsoniya, Trapaidze, Tsikoliya, Machaidze, Esakiya.     

Ketoacetal Chemistry: I. Reactions of 4,4-Diethoxy-2-trimethylsilyloxy-1-butene with Dialdehydes Acetals

Condensation of 4,4-diethoxy-2-trimethylsilyloxy-1-butene with malonic and glutaconic aldehydes tetraethyl acetals and β-ethoxyacrolein diethyl acetal catalyzed by zinc chloride was investigated. Synthesis of 1,1,5,7-tetraethoxy-6-hepten-3-one and 1,1,5,7,7-pentaethoxy-6-nonen-3-one was performed.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 198–200.Original Russian Text Copyright © 2005 by Kharitonova, Pisarenko.     

Reactions of Substituted Ethyl 1,2,3,4,4′,5′-Hexahydrospiro-[naphthalene-2,5′-pyrazole]-3′-carboxylates with Halogens

Substituted ethyl 1,2,3,4,4′,5′-hexahydrospiro[naphthalene-2,5′-pyrazole]-3′-carboxylates react with chlorine or N-bromosuccinimide to give spirocyclic substituted 3-halo-4,5-dihydro-3H-pyrazoles which lose nitrogen molecule on heating with formation of substituted spirocyclic 1-halocyclopropane-1-carboxylates. Heating of the title compounds with bromine in acetic acid results in opening of the spiro-fused six-membered ring to afford ethyl 4-aryl-5-[2-(2-carboxyphenyl)ethyl]pyrazole-3-carboxylates.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 7, 2005, pp. 1058–1063.Original Russian Text Copyright © 2005 by Molchanov, Korotkov, Kopf, Kostikov.     

Secondary Structure of Globular Proteins in Adsorption Layers at the Solution-Air Interface by the Data of Fourier Transform IR Spectroscopy

The secondary structures of globular proteins of different structural types (α, (α + β), and β) are studied in the adsorption layers at the solution-air interface using Fourier transform infrared spectroscopy. Similar investigations are performed for the initial proteins in a powdered state; these data are used as a control. It is shown that, at the water-air interface, either the secondary structure of the studied proteins changes insignificantly or remains intact depending on the structural type of a protein. The adsorption of proteins of the α-helical type (bovine and human serum albumins) and the (α + β) type (lysozyme) virtually do not result in changes in their secondary structure. A protein of β-structural type, α-chymotrypsin, shows a lower stability at the water-air interface.__________Translated from Kolloidnyi Zhurnal, Vol. 67, No. 3, 2005, pp. 426–432.Original Russian Text Copyright © 2005 by Yampolskaya, Tarasevich, Elenskii.     

Extraction by reversed micelles of triton N-42 for the spectrophotometric determination of cetyltrimethylammonium bromide

Micellar preconcentration of 1 : 2 associates of Bromophenol Blue with cetyltrimethylammonium bromide is proposed to improve the procedure for the spectrophotometric determination of cationic surfactants. The preconcentration procedure involves quantitative extraction by reversed micelles of Triton N-42 in decane followed by the decomposition of the micellar solution with chloroform. The loss of 10^–7–10^–5 M cetyltrimethylammonium bromide in 5–100-fold preconcentration was not supported by the added-found method (RSD = 3–5%). The determination limit for cetyltrimethylammonium bromide is 2 × 10^–7 M.Translated from Zhurnal Analiticheskoi Khimii, Vol. 60, No. 1, 2005, pp. 17–21.Original Russian Text Copyright © 2005 by Demidova, Bulavchenko.     

Effect of solution acidity on the electrochemical behavior of Nafion—polyaniline films

Electrochemical behavior of Nafion–polyaniline films in acidic and neutral media is studied. Doping and degradation of the films are considered.Translated from Elektrokhimiya, Vol. 41, No. 2, 2005, pp. 224–227.Original Russian Text Copyright © 2005 by Andreev.This revised version was published online in April 2005 with corrections to the article note and article title and cover date.     

Synthesis of Sulfides by Reactions of 1,1-Dichloro-2-chloro-methylcyclopropane with S-Nucleophiles

1,1-Dichloro-2-chloromethylcyclopropane reacts with thiolates to give 2,2-dichlorocyclopropylmethyl sulfides via replacement of the side-chain chlorine atom. The resulting sulfides are readily oxidized to the corresponding sulfones.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 3, 2005, pp. 381–386.Original Russian Text Copyright © 2005 by Mikhed’kina, Nedel’ko, Prezhdo.     

Synthesis of an Unsaturated β-Alanine Derivative

A procedure was developed for preparing an acrylic derivative of β-alanine. A terpolymer of this compound with glycidyl methacrylate and ethylene glycol dimethacrylate was prepared.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 6, 2005, pp. 1021–1023.Original Russian Text Copyright © 2005 by Khimich, Slabospitskaya, Korzhikov, Tennikova.