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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| Language: | English |
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MDPI AG
2024-10-01
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| 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. |
| format | Article |
| id | doaj-art-a6caa151baed4a6dac1011d45307f6d9 |
| institution | OA Journals |
| issn | 1422-8599 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| 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 |