Synthesis and properties of long-chain quaternary ammonium hydroxides

A series of long-chain quaternary ammonium hydroxides were synthesized from tertiary amines and confirmed by ~1H NMR and FTIR.Surface properties and pH of these surfactants were investigated.The critical micelle concentrations(CMC) of the synthesized quaternary ammonium hydroxides are lower than the conventional quaternary ammonium surfactants.The micelles shapes of these long-chain quaternary ammonium hydroxides in aqueous solution are spherical at a concentration of 0.1 mol/L.The pH values of the synthesized quaternary ammonium hydroxides are 12.25-12.51.     

Synthesis and properties of enaminoketohydrazides of the 1,2,3,4-tetrahydroisoquinoline series

It has been established that the reaction of 2,3-dioxopyrrolo[2,1-a]isoquinolines with hydrazine occurs at the lactam carbonyl with fission of the pyrroledione ring and the formation of enaminoketohydrazides, the structure of which was confirmed by x-ray crystallographic and spectral data on these compounds and their derivatives (hydrazones).Institute of Technical Chemistry, Urals Branch, Russian Academy of Sciences, Perm 614000, Russia. N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1111–1117, August, 1998.     

Synthesis and some properties of 4-oxo-3,4-dihydro- and 2,4-dioxo-1,2,3,4-tetrahydropyrimido[5,4-b]indoles

The condensation of N-(2-ethoxycarbonylindol-3-yl)-N,N-dialkylamidines with ammonia, primary amines, and hydrazines has given a series of 4-oxopyrimido[5,4-b] indoles which have been converted into the 4-chloro and then into the 4-methoxy, 4-dialkylamino, and 4-mercapto derivatives. 2,4-Dioxopyrimido[5,4-b]indoles have been synthesized by the successive action of chloroformic ester and then methylamine, hydrazine, or ethylhydrazine on 3-amino-2-ethoxycarbonylindoles differing by their substituents in position 5.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 635–639, May, 1985.     

Synthesis of stereoisomeric substituted 1,3,2-oxazaphospholanes

Conclusions In the interaction of derivatives of di-serine with the dichloride of N,N-bis(-chloroethyl)amidophosphoric acid, steric isomers of substituted 1,3,2-oxazaphospholanes are formed.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 913–915, April, 1967.     

Synthesis and 1H-, 13C-NMR analysis of some substituted 1,2,3,4-tetrahydroisoquinolines

Synthesis and ¹H-, ¹³C-nmr analysis of some substituted 3-phenyl-1,2,3,4-tetrahydroisoquinolines are reported. Spectroscopy assignments of hydrogen and carbon resonances were made on the basis of standard chemical shift theory, comparison with reference compounds, attached proton test and fully coupled ¹³C-nmr spectra. Data showed that at room temperature two conformers predominated for the 1,3-disubstituted and 1,2,3-trisubstituted isoquinolines.     

Synthesis and some properties of o-borylphenylphosphine

(o-Dibutylboryl)diphenylphosphine, containing tricoordinated phosphorus and boron atoms, was obtained for the first time in the reaction of (o-bromo-phenyl)diphenylphosphine, butyllithium, and butylchloroborane. Analysis of the spectral indices and their comparison with reported data showed the lack of stabilizing donor-acceptor interactions between phosphorus and boron atoms.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2397–2399, October, 1991.     

Synthesis and some properties of aminopropynylimidazoles

Conclusions A number of mono- and di (aminopropynyl) imidazoles was synthesized by the condensation of iodoimidazoles with N-substituted propargylamines, and some of their pharmacological properties were studied.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2638–2640, November, 1973.     

Synthesis and properties of some polyesterimides

New polyesterimides have been obtained by condensation of pyromellitic dianhydride with various aromatic diamines and by esterifying, before the actual dehydration, some carboxyl groups of polyamic acid with 4,4′bis (2-hydroxyethoxy) dinaphthyl 1,1′. Some new polyesterimides containing polynaphthalene rings in the side chain have thus been obtained. Thermal properties of the new polymers were studied by thermogravimetric analysis. Investigations were carried out by determining the decomposition temperatures and measuring the weight losses on heating polymer samples under atmospheric conditions in the presence of air. The influence of the structure of the polymers on their properties was investigated.     

Synthesis and some properties of quinazolylformazans

Some previously undescribed N-quinazolylformazans were synthesized, and some of their properties were studied. The absorption spectra of the formazans and their ions are discussed. The compositions of complexes of the formazans with Ni²⁺ and their instability constants were determined.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 709–712, May, 1976.     

Synthesis and properties of some aryl-s-triazines

The synthesis and reactions of several substituted s-triazines were studied in attempts to prepare 4,6-bis(4-chlorophenyl)-s-lriazine-2-carboxylie acid ( 2 ) and 2-aldehyde ( 8 ). The 4,6-bis-(4-chlorophenyl)-s-triazine derivatives were surprisingly inert to a variety of reagents. 4,6-Bis-(4-chlorophenyl)-2-methyl-s-triazine ( 1 ) could not be oxidized with any of a variety of oxidants. On bromination 1 gave 4,6-bis(4-chlorophenyl)-2-dibromomethyl-s-triazine ( 4 ) which was resistant to hydrolysis but on oxidation with selenium dioxide gave 2 . Compound 2 was also prepared by the oxidation of 4,6-bis(4-chlorophenyl)-2-hydroxymethyl-s-triazme ( 7 ) with potassium permanganate. Other reagents did not oxidize 7 to 8 . 4,6-Bis(4-chloroanilino)-2-mcthyl-s-triazine ( 3 ) was also resistant to oxidizing agents. 2-Diazomethy1-4,6-dichloro-s-triazine ( 11 ) on reaction with 4-chloroaniline gave 4,6-bis(4-chloroanilino)-2-chloromethyl-s-triazine ( 12 ). All efforts to prepare 8 were unsuccessful.     

3-acyl-1,2,3,4-tetrahydropyridine-2,4-diones: Synthesis and chemical properties

N-Substituted 6-methyl-1,2,3,4-tetrahydropyridine-2,4-diones reacted with aliphatic carboxylic acid chlorides in the presence of pyridine or triethylamine to give the corresponding 4-O-acyl derivatives which underwent O,C-migration of the acyl group by the action of 2 equiv of triethylamine and a catalytic amount of 2-hydroxy-2-methylpropanenitrile. Reactions of 3-acyl-6-methyl-1,2,3,4-tetrahydropyridine-2,4-diones thus formed with aliphatic and aromatic amines gave the corresponding enamino derivatives at the side acyl group. Enamino derivatives at the C⁴ =O group were obtained by transformation of 3-acyl-1,2,3,4-tetrahydropyridine-2,4-diones into 3-acyl-4-methoxy-6-methyl-1,2-dihydropyridin-2-ones via alkylation with dimethyl sulfate and subsequent treatment with amines.     

Synthesis of 1,2,3,4-tetrachlorohexafluorobutane

The condensation of 1-iodo-1,2,2-trifluoro-1,2-dichloroethane induced by granulated Zn in the presence of catalytic amounts of AcOEt without a solvent results in 1,2,3,4-tetrachlorohexafluorobutane in high yield.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2236–2238, October, 2004.     

Synthesis and properties of some new polyazomethine-urethanes

Two new bisazomethine diols were prepared from terephthalaldehyde and aromatic or aliphatic aminoalcohols. The structure of the diols with bisazomethine moieties was confirmed by ¹H-NMR, IR, UV spectroscopy and elemental analysis. Bisazomethine aliphatic diol exhibited a smectic phase that has been identified by means of polarizing microscopy and differential scanning calorimetry. By using these diols as partners in polyaddition reaction between poly(tetramethylene oxide)diol of 2000 average molecular weight, tolylene-2,4-diisocyanate (as 2,4- and 2,6-TDI, 80:20 v/v isomers mixture) and bisazomethine diol (1:3:2 molar ratio), two polyazomethine-urethanes were synthesized. Polyazomethine-urethanes with a higher concentration of poly-Schiff's base units were also obtained by reacting the above bisazomethine diols with the same diisocyanate (1:1 molar ratio). All polymers were characterized by viscometry, elemental analysis, IR, UV, ¹H-NMR spectroscopy and TGA techniques.     

Synthesis and some properties of 1,3,4,2-dioxazaphospholenes

Conclusions The cyclophosphorylation of benzhydroxamic acid gave a series of 2-substituted 1,3,4,2-dioxaza-4-phospholenes, which decompose upon heating to give benzonitrile.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 945–946, April, 1986.