4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline

The synthesis of 4-(1<i>H</i>-tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline <b>4</b> as a possible modification of the biphenyltetrazole substructure of losartan <b>1</b> is described. The transformation of 2-(<i>p</i>-tolyl)quinoline-4-carbon...

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Main Authors: Angelika Lásiková, Daniel Végh
Format: Article
Language:English
Published: MDPI AG 2024-10-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2024/4/M1897
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author Angelika Lásiková
Daniel Végh
author_facet Angelika Lásiková
Daniel Végh
author_sort Angelika Lásiková
collection DOAJ
description The synthesis of 4-(1<i>H</i>-tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline <b>4</b> as a possible modification of the biphenyltetrazole substructure of losartan <b>1</b> is described. The transformation of 2-(<i>p</i>-tolyl)quinoline-4-carbonitrile <b>3</b> to the corresponding tetrazole <b>4</b> was carried out by the reaction of trimethysilyl azide and dibutyltin oxide as a catalyst in refluxing toluene. The title compound (<b>4</b>) was characterized by IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and HRMS.
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spelling doaj-art-a6caa151baed4a6dac1011d45307f6d92025-08-20T02:01:10ZengMDPI AGMolbank1422-85992024-10-0120244M189710.3390/M18974-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinolineAngelika Lásiková0Daniel Végh1Department of Organic Chemistry, Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, 812 37 Bratislava, SlovakiaDepartment of Organic Chemistry, Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, 812 37 Bratislava, SlovakiaThe synthesis of 4-(1<i>H</i>-tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline <b>4</b> as a possible modification of the biphenyltetrazole substructure of losartan <b>1</b> is described. The transformation of 2-(<i>p</i>-tolyl)quinoline-4-carbonitrile <b>3</b> to the corresponding tetrazole <b>4</b> was carried out by the reaction of trimethysilyl azide and dibutyltin oxide as a catalyst in refluxing toluene. The title compound (<b>4</b>) was characterized by IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and HRMS.https://www.mdpi.com/1422-8599/2024/4/M1897angiotensin II receptor antagonistsanalog of losartan2,4-disubstituted quinolinesynthesis of tetrazolylquinoline
spellingShingle Angelika Lásiková
Daniel Végh
4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
Molbank
angiotensin II receptor antagonists
analog of losartan
2,4-disubstituted quinoline
synthesis of tetrazolylquinoline
title 4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
title_full 4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
title_fullStr 4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
title_full_unstemmed 4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
title_short 4-(1<i>H</i>-Tetrazol-5-yl)-2-(<i>p</i>-tolyl)quinoline
title_sort 4 1 i h i tetrazol 5 yl 2 i p i tolyl quinoline
topic angiotensin II receptor antagonists
analog of losartan
2,4-disubstituted quinoline
synthesis of tetrazolylquinoline
url https://www.mdpi.com/1422-8599/2024/4/M1897
work_keys_str_mv AT angelikalasikova 41ihitetrazol5yl2ipitolylquinoline
AT danielvegh 41ihitetrazol5yl2ipitolylquinoline