Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis
<i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine <b>3</b> has been synthesized via the aza-Michael addition approach by reaction of the corresponding amine with the vinyl sulfone derivative under microwave conditions. The structure of t...
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MDPI AG
2020-07-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/10/8/643 |
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| author | Mohyeddine Al-Qubati Hazem A. Ghabbour Saied M. Soliman Abdullah Mohammed Al-Majid Assem Barakat Mujeeb A. Sultan |
| author_facet | Mohyeddine Al-Qubati Hazem A. Ghabbour Saied M. Soliman Abdullah Mohammed Al-Majid Assem Barakat Mujeeb A. Sultan |
| author_sort | Mohyeddine Al-Qubati |
| collection | DOAJ |
| description | <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine <b>3</b> has been synthesized via the aza-Michael addition approach by reaction of the corresponding amine with the vinyl sulfone derivative under microwave conditions. The structure of the aza-Michael product <b>3</b> is elucidated by X-ray crystallography. The study of molecular packing by employing the Hirshfeld analysis indicates that the percentages of O…H, C…H and H…H contacts are 16.8%, 34.1% and 48.6%, respectively, where the O...H hydrogen bonds have the characteristics of short and strong contacts while the C...H contacts are considered weak. Density functional theory (DFT) investigations show that the aza-Michael product <b>3</b> is polar with a net dipole moment of 5.2315 debye. |
| first_indexed | 2024-03-10T18:12:31Z |
| format | Article |
| id | doaj.art-e497f356708444dc955457072d2171be |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-10T18:12:31Z |
| publishDate | 2020-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-e497f356708444dc955457072d2171be2023-11-20T08:00:30ZengMDPI AGCrystals2073-43522020-07-0110864310.3390/cryst10080643Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld AnalysisMohyeddine Al-Qubati0Hazem A. Ghabbour1Saied M. Soliman2Abdullah Mohammed Al-Majid3Assem Barakat4Mujeeb A. Sultan5Department of physics, Faculty of Applied Sciences, Taiz University, Taiz 6803, YemenDepartment of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, EgyptDepartment of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, EgyptDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Pharmacy, Faculty of Medical Sciences, Aljanad University for Science and Technology, Taiz 6934, Yemen<i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine <b>3</b> has been synthesized via the aza-Michael addition approach by reaction of the corresponding amine with the vinyl sulfone derivative under microwave conditions. The structure of the aza-Michael product <b>3</b> is elucidated by X-ray crystallography. The study of molecular packing by employing the Hirshfeld analysis indicates that the percentages of O…H, C…H and H…H contacts are 16.8%, 34.1% and 48.6%, respectively, where the O...H hydrogen bonds have the characteristics of short and strong contacts while the C...H contacts are considered weak. Density functional theory (DFT) investigations show that the aza-Michael product <b>3</b> is polar with a net dipole moment of 5.2315 debye.https://www.mdpi.com/2073-4352/10/8/643anthraceneaza-Michael additionmicrowaveHirshfeld analysisDFT |
| spellingShingle | Mohyeddine Al-Qubati Hazem A. Ghabbour Saied M. Soliman Abdullah Mohammed Al-Majid Assem Barakat Mujeeb A. Sultan Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis Crystals anthracene aza-Michael addition microwave Hirshfeld analysis DFT |
| title | Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis |
| title_full | Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis |
| title_fullStr | Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis |
| title_full_unstemmed | Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis |
| title_short | Synthesis of <i>N</i>-(Anthracen-9-ylmethyl)-<i>N</i>-methyl-2-(phenylsulfonyl)ethanamine via Microwave Green Synthesis Method: X-ray Characterization, DFT and Hirshfeld Analysis |
| title_sort | synthesis of i n i anthracen 9 ylmethyl i n i methyl 2 phenylsulfonyl ethanamine via microwave green synthesis method x ray characterization dft and hirshfeld analysis |
| topic | anthracene aza-Michael addition microwave Hirshfeld analysis DFT |
| url | https://www.mdpi.com/2073-4352/10/8/643 |
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