Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine

It was shown that the reaction of 1,2,3-4-methoxybenzaldehyde tiadiazolyl hydrazona and α-bromo-4-methoxyacetophenone in the presence of triethylamine allowes 5-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-6,7-dihydro-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine as a mixture of cis- and trans-stereoisomers...

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Main Authors: T. A. Kalinina, O. A. Bystrykh, J. S. Shakhmina, T. V. Glukhareva, Zhi-Jin Fan, Yu. Yu. Morzherin
Format: Article
Language:English
Published: Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina 2014-11-01
Series:Chimica Techno Acta
Subjects:
Online Access:https://journals.urfu.ru/index.php/chimtech/article/view/676
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author T. A. Kalinina
O. A. Bystrykh
J. S. Shakhmina
T. V. Glukhareva
Zhi-Jin Fan
Yu. Yu. Morzherin
author_facet T. A. Kalinina
O. A. Bystrykh
J. S. Shakhmina
T. V. Glukhareva
Zhi-Jin Fan
Yu. Yu. Morzherin
author_sort T. A. Kalinina
collection DOAJ
description It was shown that the reaction of 1,2,3-4-methoxybenzaldehyde tiadiazolyl hydrazona and α-bromo-4-methoxyacetophenone in the presence of triethylamine allowes 5-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-6,7-dihydro-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine as a mixture of cis- and trans-stereoisomers. The influence of nature of the solvent and temperature on the ratio of isomers was studied. An increase of the relative amount of the trans-stereoisomer with increasing polarity of the solvent is disclosed. It is noted that the temperature does not affect the ratio of isomers.
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publishDate 2014-11-01
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spelling doaj.art-1a4893d94a3b43a28fc6d8c0912278092022-12-21T17:22:17ZengUralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. ElʹcinaChimica Techno Acta2409-56132411-14142014-11-0112454910.15826/chimtech.2014.1.2.6761011Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazineT. A. Kalinina0O. A. Bystrykh1J. S. Shakhmina2T. V. Glukhareva3Zhi-Jin Fan4Yu. Yu. Morzherin5Y-Synthesis, EkaterinburgY-Synthesis, EkaterinburgY-Synthesis, EkaterinburgY-Synthesis, EkaterinburgNankai University, TianjinY-Synthesis, EkaterinburgIt was shown that the reaction of 1,2,3-4-methoxybenzaldehyde tiadiazolyl hydrazona and α-bromo-4-methoxyacetophenone in the presence of triethylamine allowes 5-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-6,7-dihydro-5H-[1,2,3]triazolo[5,1-b][1,3,4]thiadiazine as a mixture of cis- and trans-stereoisomers. The influence of nature of the solvent and temperature on the ratio of isomers was studied. An increase of the relative amount of the trans-stereoisomer with increasing polarity of the solvent is disclosed. It is noted that the temperature does not affect the ratio of isomers.https://journals.urfu.ru/index.php/chimtech/article/view/6761,2,3-тиадиазолперегруппировка Димротатиадиазиныизомериявлияние температурырастворитель
spellingShingle T. A. Kalinina
O. A. Bystrykh
J. S. Shakhmina
T. V. Glukhareva
Zhi-Jin Fan
Yu. Yu. Morzherin
Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
Chimica Techno Acta
1,2,3-тиадиазол
перегруппировка Димрота
тиадиазины
изомерия
влияние температуры
растворитель
title Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
title_full Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
title_fullStr Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
title_full_unstemmed Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
title_short Synthesis and research of cis-trans isomerism for 5-(4-methoxybenzoyl)-6-(4-metoxyphenyl)-6,7-dihydro-5<i>H</i>-[1,2,3]triazolo[5,1-<i>b</i>][1,3,4]thiadiazine
title_sort synthesis and research of cis trans isomerism for 5 4 methoxybenzoyl 6 4 metoxyphenyl 6 7 dihydro 5 i h i 1 2 3 triazolo 5 1 i b i 1 3 4 thiadiazine
topic 1,2,3-тиадиазол
перегруппировка Димрота
тиадиазины
изомерия
влияние температуры
растворитель
url https://journals.urfu.ru/index.php/chimtech/article/view/676
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