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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Format: | Article |
Language: | English |
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Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina
2014-11-01
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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. |
first_indexed | 2024-12-24T01:32:46Z |
format | Article |
id | doaj.art-1a4893d94a3b43a28fc6d8c091227809 |
institution | Directory Open Access Journal |
issn | 2409-5613 2411-1414 |
language | English |
last_indexed | 2024-12-24T01:32:46Z |
publishDate | 2014-11-01 |
publisher | Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina |
record_format | Article |
series | Chimica Techno Acta |
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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