Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors
A series of novel pyrimidine (2, 3), pyrazole (4, 5), and pyridine (6) derivatives were synthesized using a chalcone-bearing thiophene nucleus (1). The target compounds were synthesized by reaction of compound (1) with urea, thiourea, malononitrile, hydrazine hydrate, and 2,4-dinitrophenyl hydrazine...
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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/10.1155/2018/8795061 |
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| author | Nour E. A. Abd El-Sattar Eman H. K. Badawy M. S. A. Abdel-Mottaleb |
| author_facet | Nour E. A. Abd El-Sattar Eman H. K. Badawy M. S. A. Abdel-Mottaleb |
| author_sort | Nour E. A. Abd El-Sattar |
| collection | DOAJ |
| description | A series of novel pyrimidine (2, 3), pyrazole (4, 5), and pyridine (6) derivatives were synthesized using a chalcone-bearing thiophene nucleus (1). The target compounds were synthesized by reaction of compound (1) with urea, thiourea, malononitrile, hydrazine hydrate, and 2,4-dinitrophenyl hydrazine, respectively. Molecular electronic structures have been modeled within density functional theory framework (DFT). Reactivity indices and electrostatic surface potential maps (ESP maps) allow us to establish trends that enable making predictions about chemical characteristics of the newly synthesized molecules and their proton transfer tautomers. Proton transfer is generally more favored in solution than in the gas phase. In acetonitrile, keto-form tautomers and thione-form tautomers become more energetically stable than the corresponding enol or thiol tautomers due to solvent-induced enhancement in the molecular polarity identified by computed dipole moment. |
| format | Article |
| id | doaj-art-d58cea399482425e8030da85ed6f6a9c |
| 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-d58cea399482425e8030da85ed6f6a9c2025-02-03T06:01:04ZengWileyJournal of Chemistry2090-90632090-90712018-01-01201810.1155/2018/87950618795061Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity DescriptorsNour E. A. Abd El-Sattar0Eman H. K. Badawy1M. S. A. Abdel-Mottaleb2Department of Chemistry, Organic Labs, Faculty of Science, Ain Shams University, Abbasiya, Cairo 11566, EgyptDepartment of Chemistry, Organic Labs, Faculty of Science, Ain Shams University, Abbasiya, Cairo 11566, EgyptDepartment of Chemistry, Computational Chemistry Lab, Faculty of Science, Ain Shams University, Abbasiya, Cairo 11566, EgyptA series of novel pyrimidine (2, 3), pyrazole (4, 5), and pyridine (6) derivatives were synthesized using a chalcone-bearing thiophene nucleus (1). The target compounds were synthesized by reaction of compound (1) with urea, thiourea, malononitrile, hydrazine hydrate, and 2,4-dinitrophenyl hydrazine, respectively. Molecular electronic structures have been modeled within density functional theory framework (DFT). Reactivity indices and electrostatic surface potential maps (ESP maps) allow us to establish trends that enable making predictions about chemical characteristics of the newly synthesized molecules and their proton transfer tautomers. Proton transfer is generally more favored in solution than in the gas phase. In acetonitrile, keto-form tautomers and thione-form tautomers become more energetically stable than the corresponding enol or thiol tautomers due to solvent-induced enhancement in the molecular polarity identified by computed dipole moment.http://dx.doi.org/10.1155/2018/8795061 |
| spellingShingle | Nour E. A. Abd El-Sattar Eman H. K. Badawy M. S. A. Abdel-Mottaleb Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors Journal of Chemistry |
| title | Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors |
| title_full | Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors |
| title_fullStr | Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors |
| title_full_unstemmed | Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors |
| title_short | Synthesis of Some Pyrimidine, Pyrazole, and Pyridine Derivatives and Their Reactivity Descriptors |
| title_sort | synthesis of some pyrimidine pyrazole and pyridine derivatives and their reactivity descriptors |
| url | http://dx.doi.org/10.1155/2018/8795061 |
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