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.     

Condensation of Benzoxa(thia)zolyl-2-guanidines with Dicarbonyl Compounds

Heterocyclizations of benzoxa(thia)zolyl-2-guanidines with β-dicarbonyl compounds, such as diketones and derivatives of acetoacetic ether, were studied.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 2, 2005, pp. 322–325.Original Russian Text Copyright © 2005 by Shikhaliev, Kryl’skii, Kovygin, Verezhnikov.     

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.     

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.     

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.     

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.     

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.     

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.     

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.     

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.     

Interactions in the Silver Selenide-Water System

Interactions in the Ag₂Se-H₂O system in the whole pH range was studied by thermodynamic calculations and polarization measurements. Refined Pourbaix diagrams at 25 and 80°C were constructed.__________Translated from Zhurnal Prikladnoi Khimii, Vol. 78, No. 1, 2005, pp. 55–58.Original Russian Text Copyright © 2005 by Petrov, Belen’kii.     

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.     

Effect of Steric and Electronic Properties of Palladium Complexes with Bidentate Diphosphine Ligands on the Basis of Diphenyl Oxide on Arylation of Amines

New complexes of palladium chloride with bidentate diphosphine ligands on the basis of 2,2′-bis(diorganylphosphino)diphenyl oxides were prepared by three methods, and their catalytic activity in arylation of amines was studied.__________Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 2, 2005, pp. 233–238.Original Russian Text Copyright © 2005 by Veits, Mutsenek.     

Improved Synthesis of Thiofluorescein

Thiofluorescein was synthesized in a preparative yield by successive demethylation of 3,3′-dimethoxydiphenyl sulfide to 3,3′-dihydroxydiphenyl sulfide and condensation of the latter with phthalic anhydride in H₂SO₄. The title compound was also obtained in a higher yield from 3,3′-dimethoxydiphenyl sulfide directly in a one-pot process combining the condensation in H₂SO₄ and demethylation in 2 Py · H₂SO₄.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 60–63.Original Russian Text Copyright © 2005 by Russkikh, Konstantinova, Berezhnaya, Gerasimova, Shelkovnikov.     

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.