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Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers

Received: 28 October 2016     Accepted: 12 November 2016     Published: 10 December 2016
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Abstract

A new series of pyrimidine -2-thione derivatives were synthesized via two routes and designated as antifolate. The heterocyclic ring was prepared by direct reaction of benzoyl acetone with thiosemicarbiazide in acidic medium. Also, the pyrimidine-2-thione ring reacts with p-aminobenzoic acid to form 4-amino-N-(4-methyl-6-phenyl)-2-thioxypyrimidine 1[2H] –yl benzamide. The second route synthesis 5-[{4-methyl-6-phenyl-2-thioxo pyridine-1-yl amino}-4-(4-methyl phenylsulfonamido)-5-oxobenzoyl] pentanoic acid. All structures were elucidate by their physical & spectroscopic data FTIR, 1H &13C NMR.

Published in American Journal of Heterocyclic Chemistry (Volume 2, Issue 1)
DOI 10.11648/j.ajhc.20160201.12
Page(s) 8-12
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2016. Published by Science Publishing Group

Keywords

Antifolate, P-aminobenzoic Acid, Pyrimidine, NMR

References
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[2] Hawser Stephen, Lociuro Sergio, Islam Khalid. Dihydrofolate reductase inhibitors as antibacterial agents. Biochemical Pharmacology, 2006; 71 (7): 941-948.
[3] S. F. Mohamed, E. M. Flefel, A. E. E. Amr, and D. N. Abd El-Shafy, “Anti-HSV-1 activity and mechanism of action of some new synthesized substituted pyrimidine, thiopyrimidine andthiazolopyrimidine derivatives,” European Journal of Medicinal Chemistry, vol. 45, no. 4, pp. 1494–1501, 2010.
[4] B. D. Dhorajiya, M. H. Malani, J. R. Patel, and B. Z. Dholakiya, “Antimicrobial activities of synthesized and characterized 5-acetyl pyrimidine-2, 4, 6-(1H,3H,5H)-trione basedchalcones,” Der Pharma Chemica, vol. 4, no. 1, pp. 141–146, 2012.
[5] D. N. Upadhyay and V. J. Ram, “Synthesis of pyrimidineand azolopyrimidines as biodynamic agents,” Indian Journal of Chemistry B, vol. 38, no. 2, pp. 173–177, 1999.
[6] S. A. Al- lssa. Synthesis and anticancer activity of some fused pyrimidines and related heterocycles. Saudi pharm. J. v21 (3), 305–3162013, 2013.
[7] A. G. Christian N. Montalbetti* and Virginie Falque. Amide bond formation and peptide coupling. Tetrahedron.61, 10827-10852, 2005.
[8] A. lstidro, D. Latassu, M. Giraud, M. Alvarez & F. Albericio. 1, 2Dimethylindole-3-sulfonyL (MIS) as protecting group for the side chain of arginine. Org. Biomol. Chem.1-10, 2009.
[9] N. Kaur, A. K. Aggarwal, N. Sharma, and B. Choudhary, “Synthesis and in-vitro antimicrobial activity of pyrimidine derivatives,” International Journal of Pharmaceutical Sciences and Drug Research, vol. 4, no. 3, pp. 199–204, 2012.
[10] Y. Satoh, K. Yasuda, and Y. Obora. Strategy for the Synthesis of Pyrimidine Derivatives: NbCl5-Mediated Cycloaddition of Alkynes and Nitriles. Organometallics. 31 (15), 5235-5238, 2012.
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  • APA Style

    Moayed J. Mohammed, Ahmed Kh. Ahmed, Faris T. Abachi. (2016). Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers. American Journal of Heterocyclic Chemistry, 2(1), 8-12. https://doi.org/10.11648/j.ajhc.20160201.12

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    ACS Style

    Moayed J. Mohammed; Ahmed Kh. Ahmed; Faris T. Abachi. Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers. Am. J. Heterocycl. Chem. 2016, 2(1), 8-12. doi: 10.11648/j.ajhc.20160201.12

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    AMA Style

    Moayed J. Mohammed, Ahmed Kh. Ahmed, Faris T. Abachi. Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers. Am J Heterocycl Chem. 2016;2(1):8-12. doi: 10.11648/j.ajhc.20160201.12

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  • @article{10.11648/j.ajhc.20160201.12,
      author = {Moayed J. Mohammed and Ahmed Kh. Ahmed and Faris T. Abachi},
      title = {Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers},
      journal = {American Journal of Heterocyclic Chemistry},
      volume = {2},
      number = {1},
      pages = {8-12},
      doi = {10.11648/j.ajhc.20160201.12},
      url = {https://doi.org/10.11648/j.ajhc.20160201.12},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajhc.20160201.12},
      abstract = {A new series of pyrimidine -2-thione derivatives were synthesized via two routes and designated as antifolate. The heterocyclic ring was prepared by direct reaction of benzoyl acetone with thiosemicarbiazide in acidic medium. Also, the pyrimidine-2-thione ring reacts with p-aminobenzoic acid to form 4-amino-N-(4-methyl-6-phenyl)-2-thioxypyrimidine 1[2H] –yl benzamide. The second route synthesis 5-[{4-methyl-6-phenyl-2-thioxo pyridine-1-yl amino}-4-(4-methyl phenylsulfonamido)-5-oxobenzoyl] pentanoic acid. All structures were elucidate by their physical & spectroscopic data FTIR, 1H &13C NMR.},
     year = {2016}
    }
    

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    T1  - Spectroscopic Identification and Synthesis of Derivatives of Pyrimidine 2- Thione Via Two Different Spacers
    AU  - Moayed J. Mohammed
    AU  - Ahmed Kh. Ahmed
    AU  - Faris T. Abachi
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    DO  - 10.11648/j.ajhc.20160201.12
    T2  - American Journal of Heterocyclic Chemistry
    JF  - American Journal of Heterocyclic Chemistry
    JO  - American Journal of Heterocyclic Chemistry
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    EP  - 12
    PB  - Science Publishing Group
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    UR  - https://doi.org/10.11648/j.ajhc.20160201.12
    AB  - A new series of pyrimidine -2-thione derivatives were synthesized via two routes and designated as antifolate. The heterocyclic ring was prepared by direct reaction of benzoyl acetone with thiosemicarbiazide in acidic medium. Also, the pyrimidine-2-thione ring reacts with p-aminobenzoic acid to form 4-amino-N-(4-methyl-6-phenyl)-2-thioxypyrimidine 1[2H] –yl benzamide. The second route synthesis 5-[{4-methyl-6-phenyl-2-thioxo pyridine-1-yl amino}-4-(4-methyl phenylsulfonamido)-5-oxobenzoyl] pentanoic acid. All structures were elucidate by their physical & spectroscopic data FTIR, 1H &13C NMR.
    VL  - 2
    IS  - 1
    ER  - 

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Author Information
  • Department of Chemistry, College of Education for pure Science, University of Mosul, Mosul, Iraq

  • Department of Chemistry, College of Education for pure Science, University of Mosul, Mosul, Iraq

  • Department of Pharmaceutical Chemistry, College of Pharmacy, University of Mosul, Mosul, Iraq

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