A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents
The hitherto unknown 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile 1a was synthesized. Both 1a and its 2,4 dichlorophenyl derivative 1b were utilized as building blocks for the preparation of novel class of pyrazolopyrano-[oxazines 2a–d and pyrimidinone...
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2016-01-01
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Series: | Journal of Chemistry |
Online Access: | http://dx.doi.org/10.1155/2016/5286462 |
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author | A. K. Elziaty G. Bassioni A. M. A. Hassan H. A. Derbala M. S. Abdel-Aziz |
author_facet | A. K. Elziaty G. Bassioni A. M. A. Hassan H. A. Derbala M. S. Abdel-Aziz |
author_sort | A. K. Elziaty |
collection | DOAJ |
description | The hitherto unknown 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile 1a was synthesized. Both 1a and its 2,4 dichlorophenyl derivative 1b were utilized as building blocks for the preparation of novel class of pyrazolopyrano-[oxazines 2a–d and pyrimidinones 3a–d]. Synthesis of these compounds was achieved by two alternative acylation steps followed by ammonolysis. The structures of the synthesized compounds were elucidated by spectral data and elemental analysis. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 1b, 2s, 3b, and 3d possess a potent activity. |
format | Article |
id | doaj-art-d1794b6f62214cbb9e2b38e1072c6b0c |
institution | Kabale University |
issn | 2090-9063 2090-9071 |
language | English |
publishDate | 2016-01-01 |
publisher | Wiley |
record_format | Article |
series | Journal of Chemistry |
spelling | doaj-art-d1794b6f62214cbb9e2b38e1072c6b0c2025-02-03T00:59:50ZengWileyJournal of Chemistry2090-90632090-90712016-01-01201610.1155/2016/52864625286462A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial AgentsA. K. Elziaty0G. Bassioni1A. M. A. Hassan2H. A. Derbala3M. S. Abdel-Aziz4Department of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo 11566, EgyptDepartment of Chemistry, Faculty of Engineering, Ain Shams University, Abbassia, Cairo 11566, EgyptDepartment of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo 11566, EgyptDepartment of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo 11566, EgyptDepartment of Microbial Chemistry, National Research Centre, 33 El Bohouth St. (Former Tahrir St.), Dokki, Cairo 12622, EgyptThe hitherto unknown 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile 1a was synthesized. Both 1a and its 2,4 dichlorophenyl derivative 1b were utilized as building blocks for the preparation of novel class of pyrazolopyrano-[oxazines 2a–d and pyrimidinones 3a–d]. Synthesis of these compounds was achieved by two alternative acylation steps followed by ammonolysis. The structures of the synthesized compounds were elucidated by spectral data and elemental analysis. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 1b, 2s, 3b, and 3d possess a potent activity.http://dx.doi.org/10.1155/2016/5286462 |
spellingShingle | A. K. Elziaty G. Bassioni A. M. A. Hassan H. A. Derbala M. S. Abdel-Aziz A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents Journal of Chemistry |
title | A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents |
title_full | A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents |
title_fullStr | A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents |
title_full_unstemmed | A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents |
title_short | A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents |
title_sort | synthetic approach to pyrazolopyranopyrimidinones and pyrazolopyranooxazinones as antimicrobial agents |
url | http://dx.doi.org/10.1155/2016/5286462 |
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