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1.
Vnira R. Akhmetova Guzel R. Nadyrgulova Tat'yana V. Tyumkina Mikhail Yu. Antipin Usein M. Dzhemilev 《Tetrahedron》2007,63(47):11702-11709
Cyclocondensation of aliphatic diamines with CH2O and H2S (1:3:2 ratio, 0 °C) was carried out to give thiadiazabicyclanes and dithiadiazabicyclanes (1:6:4 ratio), which were previously difficult to synthesize. Symmetric α,ω-bis-1,3,5-dithiazinanes were synthesized at 80 °C by this reaction. The stereochemistry of thiadiazabicyclanes was assigned by 1H and 13C NMR spectroscopy and by theoretical DFT calculations, and of bis-dithiazinanes by X-ray diffraction study in the solid state. 相似文献
2.
Bushmarinov IS Antipin MY Akhmetova VR Nadyrgulova GR Lyssenko KA 《The journal of physical chemistry. A》2008,112(22):5017-5023
The energy of stereoelectronic interactions in N-C-S and N-N-C systems in tetrahydro[1,3,4]thiadiazolo[3,4- c][1,3,4]thiadiazole was estimated by means of R. W. Bader's quantum theory of "atoms in molecules" (AIM) and natural bond orbital analysis (NBO). The results were compared with those obtained by analysis of rho( r) derived from high-resolution X-ray diffraction data. The analysis of the data obtained allowed one to find a correlation between geometric characteristics of the stereoelectronic interactions, NBO mixing energies and the AIM properties of atoms. Significant variations of nitrogen atom atomic basin populations in different conformers were explained by sterical interactions between their electron lone pairs. 相似文献
3.
V. R. Akhmetova G. R. Nadyrgulova Z. T. Niatshina U. M. Dzhemilev 《Chemistry of Heterocyclic Compounds》2009,45(10):1155-1176
Published data and the authors' own experimental results on the synthesis of nitrogen- and sulfur-containing heterocycles
based on the cyclothiomethylation of amines with formaldehyde and H2S are reviewed. Features of the three-component condensation are discussed in relation to the nature and structure of the
initial amines and also the reaction conditions. 相似文献
4.
Akhmetova V. R. Nadyrgulova G. R. Murzakova N. N. Starikova Z. A. Antipin M. Yu. Kunakova R. V. 《Russian Chemical Bulletin》2009,58(5):1091-1093
Hydrazine is regioselectively condensed with a mixture of acetaldehyde and H2S at a temperature below −10 °C to form 2,4,6,8-tetramethyl-3,7-dithia-1,5-diazabicyclo[3.3.0]-octane. The reaction at 0 °C
with the reverse order of mixing of the starting reagents affords 2,4,6-trimethyl(1,3,5-dithiazinan-5-yl)amine as the major
product. 相似文献
5.
V. R. Akhmetova G. R. Nadyrgulova T. V. Tyumkina Z. A. Starikova M. Yu. Antipin R. V. Kunakova U. M. Dzhemilev 《Russian Journal of Organic Chemistry》2007,43(6):918-925
Three-component condensations of formaldehyde with hydrogen sulfide and hydroxylamine or amino alcohols at a ratio of 3:2:1 give 47–73% of N-hydroxy(or hydroxyalkyl)-1,3,5-dithiazinanes. The reactions of CH2O with H2S and hydroxylamine or α-amino alcohols at a ratio of 4:3:1 involve both amino and hydroxy groups, leading to the corresponding dithiazinanes. 4-Aminobutan-1-ol reacts with CH2O and H2S under analogous conditions only at the amino group to form 4-(1,3,5-dithiazinan-5-yl)butan-1-ol. 相似文献
6.
S. R. Khafizova V. R. Akhmetova L. F. Korzhova T. V. Tyumkina G. R. Nadyrgulova R. V. Kunakova E. A. Kruglov U. M. Dzhemilev 《Russian Chemical Bulletin》2005,54(2):432-436
Cyclothiomethylation of primary aliphatic amines with the reagent H2S-CH2O (2:3) in aqueous medium mainly gave substituted dithiazines; oxathiazines and dioxazines were obtained from butylamine and ethanolamine. Under the chosen reaction conditions, ethylenediamine was converted into 5-[2-(perhydro-1,3,5-dithiazin-5-yl)ethyl]perhydro-1,3,5-dithiazine or substituted thiazetidine and oxazetidine, depending on the order of mixing of the starting reagents.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 423–427, February, 2005. 相似文献
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V. R. Akhmetova G. R. Nadyrgulova T. V. Tyumkina Z. A. Starikova D. G. Golovanov M. Yu. Antipin R. V. Kunakova U. M. Dzhemilev 《Russian Chemical Bulletin》2006,55(10):1824-1834
Cyclothiomethylation of phenyl hydrazine with CH2O and H2S in a ratio of 1: 3: 2 in an acidic medium (HCl) afforded previously unknown 3-phenyl-1,3,4-thiadiazolidine (35% yield) and
N-phenyl(perhydro-1,3,5-dithiazin-5-yl)amine (35% yield). The analogous reaction in an alkaline medium (BuONa) produced N-phenyl(perhydro-1,3-thiazetidin-3-yl)amine (22% yield). The reaction of 1,2-diphenyl hydrazine with CH2O and H2S in an alkaline medium gave 1,2,4,5-tetraphenylhexahydro-1,2,4,5-tetrazine and previously unknown 3,4-diphenyl-1,3,4-thiadiazolidine
and 5,6-diphenyltetrahydro-1,3,5,6-dithiadiazepine in 39 and 22% yields, respectively. Cyclothiomethylation of benzyl hydrazine
afforded previously unknown bis[(6-benzyl-4,2,6-thiadiazolidin-2-yl)methyl] sulfide (60% yield) and N-benzyl(perhydro-1,3,5-dithiazin-5-yl)amine (19% yield). The reaction of tosyl hydrazine produced 3-[(p-tolyl)sulfonyl]-1,3,4-thiadiazolidine, N-(perhydro-1,3,5-dithiazin-5-yl)-p-tolylsulfonamide, and 3,7-bis(p-tolylsulfonylamino)-1,5-dithia-3,7-diazacyclooctane in 21, 38, and 41% yields, respectively.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1758–1767, October, 2006. 相似文献
10.
V. R. Akhmetova R. R. Khairullina G. R. Nadyrgulova R. V. Kunakova U. M. Dzhemilev 《Russian Journal of Organic Chemistry》2008,44(2):190-196
Multicomponent heterocyclization of aliphatic amides with H2S and CH2O (1:3:2) in water-organic solvent mixture in the presence of BuONa led to the formation of 1,3,5-dithiazinane in high yield (30–95%) and with high selectivity (100%). Under these conditions benzamide gave 3,5-dibenzoyl-1,3,5-thiadiazinane in 74% yield, whereas due to ortho-effect the acetylsalicylamide with H2S and CH2O in a system BuOH-H2O without BuONa formed N-acetylsalicyloyl-1,3,5-dithiazinane (80%). Heterocyclization of α-aminosuccinic acid monoamide depending on the H2S and CH2O concentration occurred either at one or both NH2 yielding respectively mono-or bisdithiazinanes. 相似文献