European Journal of Chemistry 2011, 2(3), 347-355 | doi: https://doi.org/10.5155/eurjchem.2.3.347-355.168 | Get rights and content






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Synthesis of novel pyrimidine and fused pyrimidine derivatives


Mahmoud Refaee Mahmoud (1) , Ahmed Kamel El-Ziaty (2) , Mahmoud Fawzy Ismail (3,*) , Sayed Ahmed Shiba (4)

(1) Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, 11566, Egypt
(2) Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, 11566, Egypt
(3) Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, 11566, Egypt
(4) Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, 11566, Egypt
(*) Corresponding Author

Received: 15 Jun 2010 | Revised: 13 Nov 2010 | Accepted: 08 Nov 2010 | Published: 30 Sep 2011 | Issue Date: September 2011

Abstract


4-Amino-2-(benzylthio)-6-(4-methoxyphenyl)pyrimidine-5-carbonitrile (1) was prepared by treatment of s-benzylthiuronium chloride with 2-(4-methoxybenzylidene)malononitrile in ethanolic sodium hydroxide with hydrazine hydrate to afford the hydrazino derivative 2, which was allowed to react with different electrophilic reagents to give the pyrimidine derivatives 3-12. The proclivity of (E)-2-cyano-3-(4-nitrophenyl)acrylamide (13) towards carbon and nitrogen nucleophiles was also investigated. IR, 1H NMR and mass spectra for all the synthesized compounds were discussed. All derived compounds were investigated for anti avian influenza (H5N1) virus activity and compared with zanamivir as control drug. All the synthesized compounds didn’t possess any antiviral activity.

2_3_347_355_800


Keywords


s-Benzylthiuronium chloride; Activated nitriles; Pyrimidines; Triazolopyrimidine derivatives; Antiviral activity; Cytotoxicity

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DOI: 10.5155/eurjchem.2.3.347-355.168

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Ain Shams University

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How to cite


Mahmoud, M.; El-Ziaty, A.; Ismail, M.; Shiba, S. Eur. J. Chem. 2011, 2(3), 347-355. doi:10.5155/eurjchem.2.3.347-355.168
Mahmoud, M.; El-Ziaty, A.; Ismail, M.; Shiba, S. Synthesis of novel pyrimidine and fused pyrimidine derivatives. Eur. J. Chem. 2011, 2(3), 347-355. doi:10.5155/eurjchem.2.3.347-355.168
Mahmoud, M., El-Ziaty, A., Ismail, M., & Shiba, S. (2011). Synthesis of novel pyrimidine and fused pyrimidine derivatives. European Journal of Chemistry, 2(3), 347-355. doi:10.5155/eurjchem.2.3.347-355.168
Mahmoud, Mahmoud, Ahmed Kamel El-Ziaty, Mahmoud Fawzy Ismail, & Sayed Ahmed Shiba. "Synthesis of novel pyrimidine and fused pyrimidine derivatives." European Journal of Chemistry [Online], 2.3 (2011): 347-355. Web. 25 Nov. 2020
Mahmoud, Mahmoud, El-Ziaty, Ahmed, Ismail, Mahmoud, AND Shiba, Sayed. "Synthesis of novel pyrimidine and fused pyrimidine derivatives" European Journal of Chemistry [Online], Volume 2 Number 3 (30 September 2011)

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DOI Link: https://doi.org/10.5155/eurjchem.2.3.347-355.168

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European Journal of Chemistry 2011, 2(3), 347-355 | doi: https://doi.org/10.5155/eurjchem.2.3.347-355.168 | Get rights and content

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