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1.
I. B. Rozentsveig Yu. A. Aizina K. A. Chernyshev L. V. Klyba E. R. Zhanchipova E. N. Sukhomazova L. B. Krivdin G. G. Levkovskaya 《Russian Journal of General Chemistry》2007,77(5):926-931
The mixtures of mono-and dihalothiophenesulfonyl chlorides, formed in the sulfochlorination reaction of 2,5-dichlorothiophene
and 2,5-dibromothiophene, were treated with aqueous ammonia and thus converted into mixtures of the corresponding stable thiophenesulfonamides.
The structure and composition of the latter were studied by physicochemical methods: GC-MS and 1H, 13C, 1H-13C HSQC, 1H-13C HMBC, and NOESY NMR spectroscopy. As a result of the above chemical transformations, 2,5-dichlorothiophene afforded a mixture
of 5-chlorothiophene-2-sulfonamide and 4,5-dichlorothiophene-3-sulfonamide in a roughly 70:30 ratio. In the case of 2,5-dibromothiophene,
a mixture of 5-bromothiophene-2-sulfonamide, 4,5-dibromothiophene-3-sulfonamide, and 3,5-dibromothiophene-2-sulfonamide (3:54:43)
was formed.
Original Russian Text I.B. Rozentsveig, Yu.A. Aizina, K.A. Chernyshev, L.V. Klyba, E.R. Zhanchipova, E.N. Sukhomazova, L.B.
Krivdin, G.G. Levkovskaya, 2007, published in Zhurnal Obshchei Khimii, 2007, Vol. 77, No. 5, pp. 831–836. 相似文献
2.
L. G. Shagun L. V. Klyba I. A. Dorofeev E. R. Zhanchipova I. A. Mikhailova M. G. Voronkov 《Chemistry of Heterocyclic Compounds》2007,43(2):166-168
2,5-Dimercapto-2,5-dimethyltetrahyrothiophene was synthesized by the reaction of 1-iodopropan-2-one with hydrogen sulfide
in an ether solution of hydrogen chloride at-70°C. Its structure was established by mass spectrometry, 1H and 13C NMR spectroscopy.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 216–219, February, 2007. 相似文献
3.
L. V. Klyba N. A. Nedolya N. I. Shlyakhtina E. R. Zhanchipova 《Russian Journal of Organic Chemistry》2005,41(10):1544-1550
Previously unknown 5-(1-ethoxyethoxy)-2-methoxy-6-methylsulfanyl-2,3-dihydropyridine, 3-(1-ethoxyethoxy)-2-methylsulfanylpyridine, and 2-methylsulfanylpyridin-3-ol were synthesized from α-lithiated 1-(1-ethoxyethoxy)allene, methoxymethyl isothiocyanate, and methyl iodide, and their fragmentation under electron impact was studied. At ionizing electron energies of 12 and 60 eV in the temperature range from 50 to 250°C, the molecular ions derived from 5-(1-ethoxyethoxy)-2-methoxy-6-methylsulfanyl-2,3-dihydropyridine and 3-(1-ethoxyethoxy)-2-methylsulfanylpyridine decompose along two main pathways: rupture of the C-O bond in the acetal moiety to give oxonium ions with m/z 73 (in the two cases) and 168 (pyridine derivative) and unexpectedly facile McLafferty rearrangement with elimination of ethoxyethene molecule to produce fragment ions with m/z 173 and 141, respectively. The latter pathway was not observed previously for dihydropyridines and acetals, and it predominates in the fragmentation of 3-(1-ethoxyethoxy)-2-methylsulfanylpyridine. Expulsion of methanol molecule from the molecular ion of 5-(1-ethoxyethoxy)-2-methoxy-6- methylsulfanyl-2,3-dihydropyridine occurred only above 170°C. 相似文献
4.
Klyba L. V. Nedolya N. A. Tarasova O. A. Zhanchipova E. R. 《Russian Journal of Organic Chemistry》2009,45(2):292-303
Russian Journal of Organic Chemistry - Mass spectra of 3,7-di- and 3,6,7-trisubstituted 2-(methylsulfanyl)-4,5-dihydro-3H-azepines were investigated for the first time. The fragmentation of... 相似文献
5.
E. P. Levanova V. A. Grabel’nykh N. V. Russavskaya L. V. Klyba E. R. Zhanchipova A. I. Albanov O. A. Tarasova N. A. Korchevin 《Russian Journal of General Chemistry》2009,79(6):1097-1101
2,3-Dichloro-1-propene reacts with sulfur dissolved in the system hydrazine hydrate-KOH (with formation of K2S2 or K2S) to afford bis(2-chloro-1-propene-3-yl)sulfide as the main product in both cases. Under similar conditions tellurium induces β-elimination of both chlorine atoms resulting in the formation of allene and complete regeneration of tellurium metal. 相似文献
6.
N. V. Russavskaya E. P. Levanova E. N. Sukhomazova V. A. Grabel’nykh L. V. Klyba E. R. Zhanchipova A. I. Albanov N. A. Korchervin 《Russian Journal of General Chemistry》2006,76(2):229-234
1-Bromo-3-chloropropane and elemental selenium react in hydrazine hydrate-alkali and hydrazine hydrate-amine systems to form poly(trimethylene diselenides). The reductive cleavage of the resulting selenokols yielded 1,3-propanediselenol, 1,2-diselenolane, and bis(alkylseleno)propanes. These compounds are important reagents for organic synthesis and ligands for complex formation. The products obtained were studided by GC-MS. 相似文献
7.
N. V. Russavskaya E. P. Levanova E. N. Sukhomazova V. A. Grabelnykh A. V. Elaev L. V. Klyba E. R. Zhanchipova A. I. Albanov I. M. Korotaeva D. S. Totyashinova N. A. Korchevin 《Russian Journal of General Chemistry》2006,76(5):726-729
A synthesis of oligomeric substance of thiocol type, the poly(trimethyleneditelluride), from 1-bromo-3-chloropropane and elemental tellurium is performed using a hydrazine hydrate-alkali system. Reductive splitting of the tellurocol followed by alkylation with methyl iodide give rise to preparation of bis(methyltelluro)propane, which was synthesized also from dimethyltelluride and 1,3-dihalopropanes using the N2H4·H2O/KOH system. Mass spectra of the synthesized low molecular weight organotellurium compounds are considered. 相似文献
8.
E. P. Levanova V. Yu. Vshivtsev E. N. Sukhomazova V. A. Grabel’nykh N. V. Russavskaya E. R. Zhanchipova L. V. Klyba A. I. Albanov N. A. Korchevin 《Russian Journal of General Chemistry》2008,78(9):1734-1741
Methods of synthesis of compounds MeY(CH2Y) n Me (Y=S, Se, Te; n = 1–3) containing several identical or different chalcogen atoms are suggested. The methods are based on the reactions of dichloromethane with elemental chalcogens (Y2?) and dimethyl dichalcogenides (MeY?) activated in the system hydrazine hydrate-alkali. The effect of the chalcogen on the reactivity toward dichloromethane is qualitatively assessed. With elemental tellurium in the system hydrazine hydrate-alkali, reduction of one chlorine atom in dichloromethane and formation of methyltellanyl derivatives are observed. 相似文献
9.
G. V. Bozhenkov V. A. Savosik L. I. Larina L. V. Klyba E. R. Zhanchipova A. N. Mirskova G. G. Levkovskaya 《Russian Journal of Organic Chemistry》2008,44(7):1014-1023
2-Chlorovinyl alkyl ketones react with alkylhydrazines to give mixtures of 1-R-3-R′- and 1-R-5-R′-pyrazoles: The 1-R-3-R′-pyrazoles form through the heterocyclization of 2-chlorovinyl ketone alkylhydrazones whereas in the heterocyclization into 1-R-5-R′-pyrazoles N 1-alkyl-N 2-(2-acylvinyl)hydrazines are involved. The regiospecific heterocyclization of 2-chloro-and 2,2-dichlorovinyl ketones with arylhydrazines and also of 2,2-dichloro(bromo)vinyl trifluoromethyl ketones with C alkylhydrazines into pyrazoles and 5-chloro(bromo)-pyrazoles proceeds through a stage of haloenones hydrazones formation. The study of the structure of the obtained 1-alkyl-3(5)-alkylpyrazoles by means of two-dimenaional 1H and 13C NMR spectroscopy and GC-MS method made it possible to assign the proton and carbon signals of isomeric pyrazoles and to establish the diagnostic ions for the pair of 1,3-and 1,5-isomers. 相似文献
10.
L. V. Klyba N. A. Nedolya E. R. Zhanchipova 《Russian Journal of Organic Chemistry》2008,44(1):133-140
Mass spectra of previously unknown isomeric 1-isopropyl-3-methoxy-2-methylsulfanylpyrrole, 5-methoxy-2,2-dimethyl-6-methylsulfanyl-2,3-dihydropyridine, and 3-methoxy-7-methyl-2-methylsulfanyl-4,5-dihydro-3H-azepine were studied for the first time. Fragmentation of all heterocyclic compounds under electron impact begins with elimination of methyl radical, and the subsequent decomposition of the [M ? Me]+ ion (m/z 170) is specific for each isomers, which ensures their reliable identification in reaction mixtures. The corresponding linear precursors, methyl N-isopropyl-2-methoxybuta-2,3-dienimidothioate and 2-methoxy-N-(1-methylethylidene)-1-methylsulfanylbuta-1,3-dien-1-amine undergo isomerization and decomposition even under very mild temperature conditions, so that their mass spectra could not be recorded. 相似文献