Showing papers in "Chemistry of Heterocyclic Compounds in 1979"
TL;DR: A review of methods for the synthesis of 2-aminobenzimidazoles and their properties is given in this article, where a review of papers published after 1965 is presented.
Abstract: A review of papers published after 1965 that deals with methods for the synthesis of 2-aminobenzimidazoles and their properties is given.
8 citations
TL;DR: In this paper, it was shown that there is an appreciable difference in the rates of substitution of the first, second, and third chlorine atoms, and this made it possible to obtain reaction products that contain one, two, and three piperidino groups.
Abstract: 2,2′,4-Trichloro-6′-phenyl-4′,5-dipyrimidinyl, for which nucleophilic substitution with piperdine under various conditions was studied, was obtained from 2,2′,4-trioxo-6′-phenyl-1, 1′,2,2′,3,4-hexahydro-4′,5-dipyrimidinyl. It is shown that there is an appreciable difference in the rates of substitution of the first, second, and third chlorine atoms, and this made it possible to obtain reaction products that contain one, two, and three piperidino groups. The chlorine atom in the 4 position is replaced initially, after which the chlorine atom in the 2 position undergoes substitution. The structures of the compounds were proved by chemical transformations and analysis of the PMR spectra.
8 citations
TL;DR: In this article, a review is devoted to spiropyrans in which the pyran ring can be opened reversibly to give a completely conjugated colored isomer.
Abstract: The review is devoted to spiropyrans in which the pyran ring can be opened reversibly to give a completely conjugated colored isomer. Methods for the preparation of spiropyrans from various heterocyclic systems, their chemical properties, and the effects of various factors on the relative stabilities of the spiropyrans and the isomeric merocyanines are examined.
8 citations
TL;DR: In the case of guanazole, five isomeric forms can exist: amino-imine, diimine and diamine as mentioned in this paper, and the diamine asymmetric form is the most probable structure.
Abstract: In the case of guanazole, five isomeric forms can exist. From the study of UV and IR spectra, amino-imine [i], diimine [2] and diamine [3] structures have been attributed to guanazole. According to the data of the quantum-chemical calculation of the heat of formation, the diamine asymmetric form is the most probable structure [4]. To unequivocally determine the structure of the guanazole molecule in the crystalline state, we carried out out an x-ray diffraction study.
8 citations
7 citations
TL;DR: In this paper, the methods for the synthesis of 1,3-benzothiazines and their derivatives and their chemical properties and physiological activity are correlated and correlated data on the methods and their properties are provided.
Abstract: Data on the methods for the synthesis of 1,3-benzothiazines and their derivatives and their chemical properties and physiological activity are correlated.
7 citations
TL;DR: In this paper, a styryl substituent in the chromene part of a photochromic indolinospirochromene gave rise to a significant bathochromic shift of the long-wave absorption band of the photomerocyanine.
Abstract: Styryl-substituted salicylaldehydes were obtained from 5-chloromethylsalicylaldehyde by means of the Wittig reaction, nitration, and several other reactions, and spirochromenes of the indoline series were subsequently synthesized. The possibility of carrying out nitration in the aromatic ring of the benzyl-substituted phosphonium salt and the Wittig reaction at one of the two formyl groups in 5-formylsalicylaldehyde and at the formyl group in the indolinospirochromene molecule is demonstrated. The introduction of a styryl substituent in the chromene part of a photochromic indolinospirochromene gives rise to a significant bathochromic shift of the long-wave absorption band of the photomerocyanine.
7 citations
6 citations
TL;DR: In this article, the intramolecular cyclization of heteroanalogs of 1,3-butadien-1-ylnitrenes, the expansion and contraction of the rings of hetarylnitrenes and the incorporation of nitrenes are examined.
Abstract: The intramolecular cyclization of heteroanalogs of 1,3-butadien-1-ylnitrenes, the expansion and contraction of the rings of hetarylnitrenes, the incorporation of nitrenes, and the intermolecular dipolar cycloaddition of acylnitrenes to unsaturated compounds, which leads to the formation of five-membered nitrogen heterocycles with several heteroatoms, are examined.
6 citations
6 citations
TL;DR: The literature data on the quantitative percentages, group and individual compositions, and structures of nitrogen compounds of all types that have been identified in petroleum oils and directly distilled petroleum fractions are systematized in this article.
Abstract: The literature data on the quantitative percentages, group and individual compositions, and structures of nitrogen compounds of all types that have been identified in petroleum oils and directly distilled petroleum fractions are systematized. The general regularities in the structures of the molecules of petroleum nitrogen compounds and their structural relationship with other aromatic components of petroleum oils are noted. The modern concepts regarding the genesis of the most important classes of nitrogen-containing components of petroleum are discussed.
TL;DR: In this paper, the three-dimensional structure of 6-chloro-9-(2-ethoxy-1,3-dioxan-5-yl)purine was determined by an x-ray difraction study, and the trans-diaxial orientation of the purine ring and the ethoxy group was confirmed.
Abstract: The reaction of 4-chloro-5-amino-6-(1,3-dihydroxy-2-propyl)aminopyrimidine with excess ethyl orthoformate gave a cyclic acetal, viz., 6-chloro-9-(2-ethoxy-1,3-dioxan-5-yl)purine, amination of which yielded 6-amino-9-(2-ethoxy-1,3-dioxan-5-yl)purine. The presence of two configurational isomers with a diaxial orientation of the purine ring and the ethoxy group in the trans isomer and an equatorial orientation of the ethoxy group in the cis isomer was established for these compounds by 1H and 13C NMR and IR spectroscopy. The three-dimensional structure of trans-6-chloro-9-(2-ethoxy-1,3-dioxan-5-yl)purine was determined by an x-ray difraction study, and the trans-diaxial orientation of the purine ring and the ethoxy group was confirmed; it is shown that the dioxane ring is in an anti conformation relative to the purine ring.
TL;DR: In this paper, the products were N-nitro-1,2,4-triazoles, which split out the nitro group under the influence of acids and undergo rearrangement to 3-nitrotriazoles when they are heated in inert solvents.
Abstract: Abstract1,2,4-Triazole, 3(5)-R-1,2,4-triazoles (R=CH3, CL, Br, NO2), and their N-trimethylsilyl derivatives were nitrated with nitronium salts. The products were N-nitro-1,2,4-triazoles, which split out the nitro group under the influence of acids and undergo rearrangement to 3-nitrotriazoles when they are heated in inert solvents. When R=NO2, a dinitrotriazole is not formed, and the starting 3-nitro-1,2,4-triazole is recovered.
TL;DR: In this paper, a hydrogenated azinopyridine structure was obtained by the reaction of diketones with 3-aminopropanol and anthranilic acid.
Abstract: Compounds that contain a hydrogenated azolopyridine structure are formed in the reaction of various types of 1,5-diketones with ethanolamine, o-aminophenol, o-phenylenediamine, and aroylhydrazines; compounds that include a hydrogenated azinopyridine structure were obtained by the reaction of diketones with 3-aminopropanol and anthranilic acid. The hydrocyanation and oxidation of the compounds obtained were studied.
TL;DR: In this article, 1,3,5-Triphenyl-2-methylidene-1,5 pentanedione adds methyl- and cyclohexylamines to give, respectively, 1-methyl- and 1-cyclohexyl-3-benzoyl-4,6-diphenyl.
Abstract: 1,3,5-Triphenyl-2-methylidene-1,5-pentanedione adds methyl- and cyclohexylamines to give, respectively, 1-methyl- and 1-cyclohexyl-3-benzoyl-4,6-diphenyl-1,2,3,4-tetrahydropyridines; 1-aza-3-benzoyl-4,6-diphenyl-7-oxabicyclo[4.3.0]nonane is obtained with ethanolamine.
TL;DR: In this article, the synthesis of 2-quinazolinones, 1,2-dihydro-3H-1,4-benzodiazepin-2-ones and 1.2,3,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,20,21,22,23,24,25,26,27,28,30,31,32,33,34,35,36,37,38,39,40
Abstract: Methods for the synthesis of 2-quinazolinones, 1,2-dihydro-3H-1,4-benzodiazepin-2-ones, 1,2,3,4-tetrahydro-1,5-benzodiazocin-2-ones, and 1,2,3,4-tetrahydro-5H-1,6-benzodiazonin-2-ones are examined along with the peculiarities of their structure, their tautomerism, their chemical properties, and their biological activity.
TL;DR: In this article, cyclohexanone oxime with acetylene at 90-140°C was obtained in the presence of alkali metal hydroxides or alkoxides in dimethyl sulfoxide (DMSO) or mixtures of DMSO with low-polarity or nonpolar solvents.
Abstract: 4,5,6,7-Tetrahydroindole or 1-vinyl-4,5,6,7-tetrahydroindole was obtained in 81 and 93% yields, respectively, by reaction of cyclohexanone oxime with acetylene at 90–140‡C in the presence of alkali metal hydroxides or alkoxides in dimethyl sulfoxide (DMSO) or mixtures of DMSO with low-polarity or nonpolar solvents. The reaction is effective both in an autoclave (initial pressure 8–16 gage atm) and at atmospheric pressure.
TL;DR: In this article, the synthesis of 2,3 polymethylene-3,4-dihydro-4-quinazolones with bromine and sulfur trioxide was studied.
Abstract: 2,3-Polymethylene-3,4-dihydro-4-quinazolones react with bromine and sulfur trioxide to give complexes involving the nitrogen atom, while bromination in acidic media and Vilsmeier-Haack formylation lead to replacement of the hydrogen atoms of the carbon atom in the α position. Their nitration and chlorosulfonation give 6-nitro- and 6-chlorosulfonyl-2,3-polymethylene-3,4-dihydro-4-quinazolones. Some of the chemical transformations of the synthesized compounds were studied.
TL;DR: Alkyl and dialkylanilines are formed by the action of primary and secondary amines on nitropyridinium salts, and an alkylamino group is included in the final product in the step involving the open form.
Abstract: Alkyl- and dialkylanilines are formed by the action of primary and secondary amines on nitropyridinium salts. An alkylamino or dialkylamino group is included in the final product in the step involving the open form. Aqueous methylamine may lead to opening of the ring of nonquaternized nitropyridines with subsequent formation of the benzene ring of alkylanilines.
TL;DR: In this article, it was established by IR and PMR spectroscopy that enaminofurazans exist in the form of a chelate complex, and the structure of this complex was discussed.
Abstract: Enaminofurazans were obtained by reaction of vinyl ethers with 3,4-diaminofurazan. It was established by IR and PMR spectroscopy that enaminofurazans exist in the form of a chelate complex. The structure of the chelate complex is discussed. Enehydrazides were obtained by reaction with furazan-3,4-dicarboxylic acid dihydrazide. When there is a cyano group in the ether molecule, the reaction does not stop with the formation of the enehydrazide but continues with its cyclization to give a pyrazole ring.
TL;DR: In this paper, trifluoroacetic anhydride and perfluoro carboxylic acid chlorides on 1,8-naphthalenediamine and its N-substituted derivatives were obtained.
Abstract: 2-perfluoroalkylperimidines were obtained by the action of trifluoroacetic anhydride and perfluoro carboxylic acid chlorides on 1,8-naphthalenediamine and its N-substituted derivatives. N,N′-Diacyl-1,8-naphthalenediamines (in the case of unsubstituted 1,8-naphthalenediamine) and 6(7)-perfluoroacyl-2-perfluoroalkylperimidines (in the case of N-substituted 1,8-naphthalenediamines) were isolated as side products.