Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines
Certain Biginelli pyrimidines with ester substitution in C5 were subjected to unexpected ring opening upon solvent-free reaction with hydrazine hydrate to give three products: pyrazole, arylidenehydrazines, and urea/thiourea, respectively. The nonisolable carbohydrazide intermediates are formed firs...
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| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Wiley
2018-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2018/6354742 |
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| author | Mohamed A. Said Wagdy M. Eldehna Hazem A. Ghabbour Maha M. Kabil Nasser S. Al-shakliah Hatem A. Abdel-Aziz |
| author_facet | Mohamed A. Said Wagdy M. Eldehna Hazem A. Ghabbour Maha M. Kabil Nasser S. Al-shakliah Hatem A. Abdel-Aziz |
| author_sort | Mohamed A. Said |
| collection | DOAJ |
| description | Certain Biginelli pyrimidines with ester substitution in C5 were subjected to unexpected ring opening upon solvent-free reaction with hydrazine hydrate to give three products: pyrazole, arylidenehydrazines, and urea/thiourea, respectively. The nonisolable carbohydrazide intermediates are formed firstly followed by the intermolecular nucleophilic attack of terminal amino group of hydrazide function on sp2 C6 rather than the sp3 C4 to give the ring adduct which was produced as a final product. |
| format | Article |
| id | doaj-art-4bfe2b3cafc34ecb896923bfb6851b37 |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2018-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-4bfe2b3cafc34ecb896923bfb6851b372025-02-03T05:58:14ZengWileyJournal of Chemistry2090-90632090-90712018-01-01201810.1155/2018/63547426354742Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli PyrimidinesMohamed A. Said0Wagdy M. Eldehna1Hazem A. Ghabbour2Maha M. Kabil3Nasser S. Al-shakliah4Hatem A. Abdel-Aziz5Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Egyptian Russian University, Badr City, Cairo, EgyptDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Kafrelsheikh University, Kafrelsheikh, EgyptDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Infection Control, King Saud University Medical City, Riyadh, Saudi ArabiaDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi ArabiaDepartment of Applied Organic Chemistry, National Research Center, Dokki, Cairo 12622, EgyptCertain Biginelli pyrimidines with ester substitution in C5 were subjected to unexpected ring opening upon solvent-free reaction with hydrazine hydrate to give three products: pyrazole, arylidenehydrazines, and urea/thiourea, respectively. The nonisolable carbohydrazide intermediates are formed firstly followed by the intermolecular nucleophilic attack of terminal amino group of hydrazide function on sp2 C6 rather than the sp3 C4 to give the ring adduct which was produced as a final product.http://dx.doi.org/10.1155/2018/6354742 |
| spellingShingle | Mohamed A. Said Wagdy M. Eldehna Hazem A. Ghabbour Maha M. Kabil Nasser S. Al-shakliah Hatem A. Abdel-Aziz Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines Journal of Chemistry |
| title | Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines |
| title_full | Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines |
| title_fullStr | Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines |
| title_full_unstemmed | Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines |
| title_short | Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines |
| title_sort | solvent free ring cleavage hydrazinolysis of certain biginelli pyrimidines |
| url | http://dx.doi.org/10.1155/2018/6354742 |
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