Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole
The <i>N</i>-alkylation reaction of <i>N</i>-benzoyl 5-(aminomethyl)tetrazole (5-AMT) with benzyl bromide was carried out in the presence of K<sub>2</sub>CO<sub>3</sub> as a base. Two separable regioisomers were obtained, thus their purification led to...
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| Format: | Article |
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MDPI AG
2021-07-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/3/3/49 |
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| author | Younas Aouine Aaziz Jmiai Anouar Alami Abdallah El Asri Souad El Issami Idriss Bakas |
| author_facet | Younas Aouine Aaziz Jmiai Anouar Alami Abdallah El Asri Souad El Issami Idriss Bakas |
| author_sort | Younas Aouine |
| collection | DOAJ |
| description | The <i>N</i>-alkylation reaction of <i>N</i>-benzoyl 5-(aminomethyl)tetrazole (5-AMT) with benzyl bromide was carried out in the presence of K<sub>2</sub>CO<sub>3</sub> as a base. Two separable regioisomers were obtained, thus their purification led to determine the proportion of each of them, and their structures were attributed essentially based on <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy in addition to the elemental analysis and MS data. In order to confirm the results obtained at the synthesis level, a computational study was carried out by application of density functional theory (DFT) using the Becke three-parameter hybrid exchange functional and the Lee-Yang-Parr correlation functional (B3LYP). |
| first_indexed | 2024-03-10T07:48:30Z |
| format | Article |
| id | doaj.art-85d6a9a81e5747d0815845e1e6d40a23 |
| institution | Directory Open Access Journal |
| issn | 2624-8549 |
| language | English |
| last_indexed | 2024-03-10T07:48:30Z |
| publishDate | 2021-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry |
| spelling | doaj.art-85d6a9a81e5747d0815845e1e6d40a232023-11-22T12:27:56ZengMDPI AGChemistry2624-85492021-07-013370471310.3390/chemistry3030049Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)TetrazoleYounas Aouine0Aaziz Jmiai1Anouar Alami2Abdallah El Asri3Souad El Issami4Idriss Bakas5Team of Organic Chemistry and Valorization of Natural Substances (COVSN), Faculty of Sciences, Ibn Zohr University, P.O. Box 8106 Cité Dakhla, Agadir 80000, MoroccoApplied Physical Chemistry and Environment Team, Faculty of Sciences, Ibn Zohr University, P.O. Box 8106 Cité Dakhla, Agadir 80000, MoroccoLaboratory Engineering Laboratory of Organometallic, Molecular Materials and Environment (LIMOME), Faculty of Sciences, Sidi Mohammed Ben Abdellah University, Fez 30000, MoroccoApplied Physical Chemistry and Environment Team, Faculty of Sciences, Ibn Zohr University, P.O. Box 8106 Cité Dakhla, Agadir 80000, MoroccoApplied Physical Chemistry and Environment Team, Faculty of Sciences, Ibn Zohr University, P.O. Box 8106 Cité Dakhla, Agadir 80000, MoroccoTeam Catalysis and Environment, Faculty of Sciences, Ibn Zohr University, P.O. Box 8106 Cité Dakhla, Agadir 80000, MoroccoThe <i>N</i>-alkylation reaction of <i>N</i>-benzoyl 5-(aminomethyl)tetrazole (5-AMT) with benzyl bromide was carried out in the presence of K<sub>2</sub>CO<sub>3</sub> as a base. Two separable regioisomers were obtained, thus their purification led to determine the proportion of each of them, and their structures were attributed essentially based on <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy in addition to the elemental analysis and MS data. In order to confirm the results obtained at the synthesis level, a computational study was carried out by application of density functional theory (DFT) using the Becke three-parameter hybrid exchange functional and the Lee-Yang-Parr correlation functional (B3LYP).https://www.mdpi.com/2624-8549/3/3/49tetrazoletautomerism<i>N</i>-alkylationNMRDFT |
| spellingShingle | Younas Aouine Aaziz Jmiai Anouar Alami Abdallah El Asri Souad El Issami Idriss Bakas Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole Chemistry tetrazole tautomerism <i>N</i>-alkylation NMR DFT |
| title | Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole |
| title_full | Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole |
| title_fullStr | Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole |
| title_full_unstemmed | Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole |
| title_short | Experimental and Computational Studies on <i>N</i>-alkylation Reaction of <i>N</i>-Benzoyl 5-(Aminomethyl)Tetrazole |
| title_sort | experimental and computational studies on i n i alkylation reaction of i n i benzoyl 5 aminomethyl tetrazole |
| topic | tetrazole tautomerism <i>N</i>-alkylation NMR DFT |
| url | https://www.mdpi.com/2624-8549/3/3/49 |
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