Synthesis and properties of azoles and their derivatives

Dihydrochlorides of diimino esters of 4,4-dinitropimelic acid are formed from 4,4-dinitropimelic acid dinitrile and alcohols in the presence of hydrogen chloride. The dihydrochloride of the methyl diimino ester condenses with ethylenediamine, o-phenylenediamine, and o-aminophenol to give the corresponding 1,5-bisheteryl-3,3-dinitropentanes.     

Synthesis and properties of azoles and their derivatives

The 1,3-dipolar cycloaddition reaction of nitrile N-oxides, and also the thermal condensation of arylhydroxamic acid chlorides with unsaturated derivatives of the adamantane series leads to the corresponding 3,5-disubstituted isoxazolines and isoxazoles.     

Synthesis and properties of azoles and their derivatives

Thermal condensation of 1-cyanoadamantane with arylhydroxamic acid chlorides gave 5-(1′-adamantyl)-1,2,4-oxadiazoles containing aromatic groupings in the 3 position. The same 1,2,4-oxadiazoles were synthesized by reaction of the N-oxides of the appropriate nitriles with adamantane-1-carboxylic acid methyl imino ester obtained from 1-cyanoadamantane. The corresponding 5-(1′-adamantyl)-3-substituted 1,2,4-oxadiazoles were obtained by condensation of the latter with amidoxines.     

Synthesis and properties of azoles and their derivatives

A method is proposed for the synthesis of 1-(2-cyanoethyl)-2-substituted 2-imidazolines; the method is based on reaction of N-(2-cyanoethyl)ethylenediamine with the hydrochlorides of methyl imino esters of carboxylic acids.See [1] for communication XVI.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1674–1675, December, 1973.     

Synthesis and properties of azoles and their derivatives

The corresponding mono- and bisheterocyclic derivatives of adamantane were obtained by reaction of the dinitrile or diimino ester of adamantane-1,3-dicarboxylic acid with ethylenediamine and related compounds.See [1] for communication XXIX.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1654–1657, December, 1976.     

Synthesis and properties of azoles and their derivatives

The reaction of 4,4-dinitrovaleronitrile with hydrogen chloride and methanol gives the hydrochloride of the methyl imino ester of 4,4-dinitrovaleric acid. The latter is converted to the free imino ester, amide, and methyl ester of 4,4-dinitrovaleric acid. The same hydrochloride readily condenses with ethylenediamine, o-phenylenediamine, or o-aminophenol to give, respectively, imidazoline, benzimidazole, or benzoxazole, which contain a,-dinitrobutyl radical in the 2-position. The methyl imino ester of 4,4-dinitrovaleric acid is rapidly converted to 2,4,6-tris(,-dinitrobutyl)-1,3,5-triazine at room temperature.See [1] for communication V.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 698–699, May, 1971.     

Synthesis and properties of azoles and their derivatives

The condensation of 2-trichloromethylbenzimidazole with various N-monosubstituted ethylenediamines has given 1-substitued 2-(benzimidazol-2-yl)imidazolines.     

去甲去氢斑蝥素－取代芳胺衍生物的合成及其抗癌活性研究

去甲去氢斑蝥素与芳胺类化合物反应，得到了18个化合物，其中17个未见文献 报道。它们的结构被红外、核磁、元素分析证实，并测定了其抗癌活性。     

Indole derivatives. 128. Synthesis and properties of 5,6- and 4,5-ethylenedioxyindoles

Reaction of 3,4-ethylenedioxyphenyldiazonium chloride with ethyl 2-methylacetoacetate and subsequent cyclization of the 3,4-ethylenedioxyphenylhydrazone of ethyl pyruvate gives a 14 mixture of 4,5- and 5,6-ethylenedioxy-2-ethoxycarbonylindoles, respectively, from which 4,5- and 5,6-ethylenedioxyindoles are formed by subsequent hydrolysis and decarboxylation. Mannich and Vilsmeyer reactions as well as acetylation and azo coupling have been studied for 5,6-ethylenedioxyindole.For Communication 127, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1624–1628, December, 1986.     

Synthesis and properties of coumarin derivatives and their terbium complexes

A series of coumarin derivatives obtained from salicylaldehyde and phenol were synthesized. Their corresponding terbium complexes were prepared and characterized by elemental analysis, EDTA titrations, molar conductivity, UV–vis spectra, IR spectra, and thermal analysis. The luminescent properties and electrochemical properties of the terbium complexes were also investigated. The results showed that all the terbium complexes exhibited characteristic emissions of terbium ions. The introduction of electron-donating groups can improve the luminescent properties, decrease the HOMO and LUMO energy levels of the terbium complex, while electron-withdrawing groups can weaken the luminescent properties, and increase the HOMO and LUMO energy levels of terbium complex.     

Synthesis and amphiphilic properties of S-alkylthiopentonolactones and their pentitol derivatives

The amphiphilic properties of S-alkylthiopentono-1,4-lactones (D-ribono-, D-arabinono-, D-xylono-) and corresponding pentitol derivatives with the general formula Su-SR (R=CnH2n+1) are studied. It was shown that CMC, surface area, CPP, and pC20 are influenced by the following structural parameters: alkyl chain length, the number of free hydroxyls, cyclic or acyclic Su structure, and alditol configuration.     

Synthesis of nicotinonitrile derivatives and study of their photophysical properties

Abstract  

A convenient route was developed for the synthesis of novel nicotinonitrile derivatives by a three-component Dimroth reaction of chalcones, malononitrile, and secondary heterocyclic amines or sodium alcoholate. Nicotinonitrile derivatives are obtained in fair to good yields. The structures of all new compounds were established by spectroscopic characteristics and their photophysical properties were studied.     

Synthesis of penicillin derivatives and study of their cytotoxic properties

By the interaction of heterocyclic thiols with sulfoxides of 6,6-dihydro- and 6-chloropenicillanates, derivatives of 4-heteryldithio-2-azetidinones have been synthesized, as well as products of their cyclization to form 2-heterylthiomethyl-and 2-halomethyl-substituted penicillanates and an ester of 3-chloro-3-methyl-7-chlorocepham-4-carboxylic acid. Also, the desulfurization of 6-chloropenicillanate by Raney nickel has been accomplished. For the substances that have been synthesized, a direct relationship has been established between the intensity of their cytotoxic actionin vitro with respect to tumor cells and the influence of these compounds on the intracellular generation of nitric oxide radicals.Latvian Institute of Organic Synthesis, Riga LV-1006, Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 11, pp. 1494–1503, November, 1998.     

Synthesis and properties of new fullerene C60 derivatives,containing acetonide and polyol fragments

New mono- and hexa-methanofullerenes containing different number of acetonide groups are synthesized and characterized. Removing the acetonide protection leads to new chromatographically pure water-soluble polyol methanofullerenes with essentially quantitative yields.     

Synthesis of functionalized spiropyran and spirooxazine derivatives and their photochromic properties

Three series of functionalized spiropyrans and spirooxazines derivatives were synthesized and their photochromic properties were investigated in particular regard to the fatigue resistance, the lifetime of the colored merocyanine form and the interaction of the colored form molecule. (1) Spiropyrans 5 and spironaphthooxazines 6 having an antioxidant group as a pendant exhibited higher fatigue resistance than that of the parent spiro compounds in solution. In particular, spiropyrans 5 showed higher resistance than parent compound 1 in the presence of an equimolar amount of the corresponding antioxidant. (2) bis-Spironaphthooxazines 8a–8i and 10 connected through a phosphoryl group exhibited higher fatigue resistance and longer lifetime of the colored merocyanine form than those of the parent spirooxazine 7. (3) Symmetrical bis-spiro photochromic compounds 15 and 16 and unsymmetrical bis-spiro compounds 13, 14 and 17 were synthesized. The bis-spiro photochromic compounds were found to undergo intramolecular interaction between the colored merocyanine forms.