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Synthesis, Characterization of New1,3,4-Thiadiazole Derivatives with Studying their Biological Activity


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1 Department of Chemistry, Collage of Science for women, Baghdad University, Iraq
     

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In this work, thiadiazole derivatives were prepared by taking advantage of active sites in (2-amino-5-mercapto-1,3,4-thiadiazole) as base. The main hetrocyclic compounds (1,3,4-thiadiazole, oxazole) etc. 2-amino-5-mercapto-1,3,4-thiadiazole compound [1] was prepared by cyclic closure of thiosemicarbazide compound with anhydrous sodium carbonate and carbon disulfide. Oxidation of [1] via hydrogen peroxide, to have [2] which was treat with chloro acetyl chloride to get [3]. Preparation of oxazole ring [4] obtained from reacting of [3] with urea. Schiff bases [5 – 7] prepared by reacting [3] with different benzyl aldehyde. And Preparation of derivative [8 – 11], from reaction [3] with of hydrazine derivatives. Full characterization of the synthesized compounds was done by using of spectroscopic analysis such as FT-IR, 1H-NMR and C.H.N.S,

Keywords

1, 3, 4-Thiadiazole, Oxazole, Thiosemicarbazide, Schiff Bases.
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  • Yang Hu,Cui-Yun Li, Xiao-Ming Wang, Yong-Hua Yang, and Hai-Liang Zhu, 1,3,4-Thiadiazole Synthesis, Reactions, and Applications in Medicinal, Agricultural, and Materials Chemistry. Chem.Rev, 2014.114(10): p. 5572,
  • Michael R.Stillings, Anthony P.Welbourn and Donald S. Walter, Substituted 1,3,4-thiadiazole with anticonvulsant activity. 2, aminoalhyl derivatives, J. Med.Chem, 1986. 29:p. 2280.
  • Zhang Yao-zhou, Wang Hai-yan, Wang Xin, WU Xiao-kui, Zhang Zhi-qiang, XIE Song-qiang, HU Guo-qiang, Synthesis and antitumor activity of thiadiazolylthioether dihydrazones, Chemical Reagents , 2009 . 31(9): p. 682.
  • Abhishek Kumar Jain, Simant Sharma, Ankur Vaidya, V. Ravichandran and Ram Kishore Agrawal, 1,3,4-thiadiazole and its derivatives: a review on recent progress in biolohical activities, Biology and Drug Design, 2013. 81(5): p. 557.
  • Ignatius J. Turchi“ and Michael J.S. Dewar, The Chemistry of Oxazoles, 1975. J.Chem.Revi, 75(4): p. 389.
  • R.H.Wiley, The Chemistry of oxazoles, J.Chem.Revi, 1945. 37: p. 401.
  • Cleiton M.da Silva, Daniel L.da Silva, Luzia V. Modolo, Maria A.de Resende, Cleide V.B. Martins, Ângelode Fátima, Schiff bases: A short review of their antimicrobial activities, Journal of Advanced Research, 2011. 2, (1): p. 1.
  • Francis A. Carey and Richard J. Sundberg, "Aklylation of Enolates and other carbon Nuclephiles, in Advanced Organic Chemistry Part B, 2007.5th.Ed, Springer, p. 46.
  • V. Petrow, O. Stephenson, A. J. Thomas and A. M. Wild, Preparation and hydrolysis of some derivatives of 1 : 3 : 4-thiadiazole, J. Chem. Soc, 1958. vol. 0: p. 1508.
  • E. M. M. Hassan, Synthesis of new 2-amino-5-mercapto-1,3,4-thiadiazole derivatives, 2010. Collage of scienec for women/ Baghdad Uni., Baghdad.
  • Shakir M. Alwan and Ameer H. Kadhim, Synthesis of New Cephalosporins of Expected Improved Activity and Resistance Against -Lactamases, Iraqi J Pharm Sci, 2014. 23(2): p. 24,
  • A S. Sadiq, Synthesis of 2-mercaptobenzimidazole and some of its derivatives, 2005.Collage of Science for women/ Baghdad Unvi., Baghdad.
  • D. H. Qaaam, Synthesis, Characterization and biological activite study of new hytrocyclinc compounds derived from 2,5-dimercapto-1,3,4-thiadiazole, 2016.Collage of Science for women/Baghdad Uni., Baghdad .
  • E. S. H. El Ashry, A. A. Kassem, H. Abdel-Hamid, F. F. Louis, Sh. A. N. Khattab and M. R. Aouad, Synthesis of 4-amino-5-(3-chlorobenzo[b]thien-2-yl)-3-mercapto-1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and triazolo[3,4,b][1,3,4]thiadiazines under classical and microwave conditions, ARKIVOC, 2006. Volume 2006 (xiv): p. 119.
  • AL-Shammary, Kahlan M. Abbas, Synthesis of some Schiff's bases containing 1,3,4-thiadiazole ring and their properties as antioxidants, Journal of AL-Nahrain University, 2012. 15(3): p. 49.
  • B. K. Hamed, Synthesis and characterization of some new 2,5-disubstituted 1,3,4-oxadiazole derivatives, 2015.Collage of science for women/ Baghdad Uni., Baghdad.
  • Wafaa W.N.Al-Kaissy, Safaa, H.F.Tuama, Suaad, M.H.Al-Majidi, "Synthesis, Characterization and Evaluation of Antimicrobial Activity of Some New Acetylenic Amine and 2- Oxoazetidine of Carbazole," AJSIR, 2013. 4(4): p. 389,
  • Pedro Ortega-Luoni, Leonel Vera, Claudio Astudillo, Miguel Guzmán And Pedro Ortega-López, Synthesis of metallic azoderivatives of 2-amino-5-mercapto-1,3,4-thiadiazole, J.Chil.Chem.Soc, 2007. 52(1).
  • William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote, "Chapter 10, Alcohols," in Organic Chemistry 7th e.d, San Diego, Harcourt College Publishers, 2002, p. 483.
  • J. Clark, "Nucleophilic addition / elimination in the reaction between acyl chlorides and amines," 2000.
  • W,H,Brown, T.Poon, "Chapter 12, Aldehydes and Ketones," in Introduction to Organic Chemistry 5th e.d, NJ, John Wiley and Sons, 2014, pp. 434-435.
  • P. Y. Bruice, "Chapter 21, Heterocyclic compounds," in Organic Chemistry 6th Ed., Boston, Prentice Hall., 2011, p. 920.

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  • Synthesis, Characterization of New1,3,4-Thiadiazole Derivatives with Studying their Biological Activity

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Authors

Shetha F. Al-Zubiady
Department of Chemistry, Collage of Science for women, Baghdad University, Iraq
Zainab H. Kadhim Al-Khafaji
Department of Chemistry, Collage of Science for women, Baghdad University, Iraq
Iman M. Mohamed
Department of Chemistry, Collage of Science for women, Baghdad University, Iraq

Abstract


In this work, thiadiazole derivatives were prepared by taking advantage of active sites in (2-amino-5-mercapto-1,3,4-thiadiazole) as base. The main hetrocyclic compounds (1,3,4-thiadiazole, oxazole) etc. 2-amino-5-mercapto-1,3,4-thiadiazole compound [1] was prepared by cyclic closure of thiosemicarbazide compound with anhydrous sodium carbonate and carbon disulfide. Oxidation of [1] via hydrogen peroxide, to have [2] which was treat with chloro acetyl chloride to get [3]. Preparation of oxazole ring [4] obtained from reacting of [3] with urea. Schiff bases [5 – 7] prepared by reacting [3] with different benzyl aldehyde. And Preparation of derivative [8 – 11], from reaction [3] with of hydrazine derivatives. Full characterization of the synthesized compounds was done by using of spectroscopic analysis such as FT-IR, 1H-NMR and C.H.N.S,

Keywords


1, 3, 4-Thiadiazole, Oxazole, Thiosemicarbazide, Schiff Bases.

References