European Journal of Chemistry 2010, 1(1), 33-36. doi:https://doi.org/10.5155/eurjchem.1.1.33-36.5

Synthesis of some novel Schiff bases containing 1,2,4-triazole ring


Akbar Mobinikhaledi (1,*) , Naser Foroughifar (2) , Mansooreh Khanpour (3) , Sattar Ebrahimi (4)

(1) Department of Chemistry, Faculty of Sciences, Arak University, Arak, IR-38156, Iran
(2) Department of Chemistry, Faculty of Sciences, Arak University, Arak, IR-38156, Iran
(3) Department of Chemistry, Faculty of Sciences, Arak University, Arak, IR-38156, Iran
(4) Department of Chemistry, Faculty of Sciences, Arak University, Arak, IR-38156, Iran
(*) Corresponding Author

Received: 24 Mar 2010, Accepted: 24 Mar 2010, Published: 31 Mar 2010

Abstract


4-Allyl-5-piridine-4-yl-4H-1,2,4-triazole-3-thiol was prepared under facile condition via the formation of 2-isonicotinoyl-N-allylhydrazinecarbothioamide. In addition, ethyl[(4-allyl-5-pyridine-4-yl-4H-1¸2¸4-triazole-3-yl)thio]acetate was synthesized via the reaction of 4-allyl-5-piridine-4-yl-4H-1,2,4-triazole-3-thiol with ethyl chloroacetate. 2-[(4-Allyl-5-pyridine-4-yl-4H-1,2,4-triazole-3-yl)thio]acetohydrazide obtained by using ethyl[(4-allyl-5-pyridine-4-yl-4H-1¸2¸4-triazole-3-yl)thio]acetate as a precursor by two steps, was converted to Schiff base derivatives, 6a-j. All synthesized compounds were characterized by elemental analyses, IR spectroscopy, 1H NMR and 13C NMR spectroscopy. The cis/trans conformers of E isomer were present in DMSO solution of compounds 6a-j.

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Keywords


1,2,4-triazole; Schiff bases; Acetohydrazide; Synthesis; Heterocyclic compounds

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DOI: 10.5155/eurjchem.1.1.33-36.5

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Citations

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[1]. Naesr Foroughifar, Akbar Mobinikhaledi, Sattar Ebrahimi, Maryam Kamali, Maryam Kazemi
A simple and efficient procedure for synthesis of optically active 1,2-bis(s-triazolo (Bis (S-triazolo[3,4-b][1,3,4]thiadiazole-3-yl) alkane derivatives containingL-amino acid moieties
Journal of Sulfur Chemistry  32(6), 593, 2011
DOI: 10.1080/17415993.2011.628992
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[2]. Akbar Mobinikhaledi, Mahsa Jabbarpour
Preparation, characterization, and biological activity of some new Schiff bases derived from aminophenoxy alkyloxy benzenamines and salicylaldehyde in the presence of p-TSA, and their Zn(II) and Cu(II) complexes
Research on Chemical Intermediates  41(2), 511, 2015
DOI: 10.1007/s11164-013-1205-1
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[3]. Naesr Foroughifar, Sattar Ebrahimi, Akbar Mobinikhaledi, Reza Mozafari
An efficient and convenient protocol for the synthesis of optically active [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives containing L-amino acid moieties
Heterocyclic Communications  17(5-6), , 2011
DOI: 10.1515/HC.2011.048
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[4]. Sattar Ebrahimi, Masoomeh Sayadi, Ghasem Darvishi
A simple and efficient procedure for the synthesis of optically active s-triazolothiadiazole derivatives
Chinese Chemical Letters  23(12), 1335, 2012
DOI: 10.1016/j.cclet.2012.10.014
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[5]. Vitor F Ferreira, David R da Rocha, Fernando C da Silva, Patrícia G Ferreira, Núbia A Boechat, Jorge L Magalhães
Novel 1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4- and 4H-1,2,4-triazole derivatives: a patent review (2008 – 2011)
Expert Opinion on Therapeutic Patents  23(3), 319, 2013
DOI: 10.1517/13543776.2013.749862
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[6]. Sattar Ebrahimi
Synthesis of some pyridyl and cyclohexyl substituted 1,2,4 triazole, 1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives
European Journal of Chemistry  1(4), 322, 2010
DOI: 10.5155/eurjchem.1.4.322-324.65
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[7]. Deepak Lokwani, Rajaram Azad, Aniket Sarkate, Pallu Reddanna, Devanand Shinde
Structure Based Library Design (SBLD) for new 1,4-dihydropyrimidine scaffold as simultaneous COX-1/COX-2 and 5-LOX inhibitors
Bioorganic & Medicinal Chemistry  23(15), 4533, 2015
DOI: 10.1016/j.bmc.2015.06.008
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[8]. Nadia Abdalla Khalil, Aliaa Moh Kamal, Soha Hussein Emam
Design, Synthesis, and Antitumor Activity of Novel 5-Pyridyl-1,3,4-oxadiazole Derivatives against the Breast Cancer Cell Line MCF-7
Biological & Pharmaceutical Bulletin  38(5), 763, 2015
DOI: 10.1248/bpb.b14-00867
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[9]. Akbar Mobinikhaledi, Mojgan Zendehdel, Parvin Safari, Ahmad Hamta, S. Mehdi Shariatzadeh
Synthesis and Biological Activity Evaluation of Some Binuclear Metal Complexes of Cu(II) and Zn(II) with Tridentate Schiff Base Ligands
Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry  42(2), 165, 2012
DOI: 10.1080/15533174.2011.609512
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How to cite


Mobinikhaledi, A.; Foroughifar, N.; Khanpour, M.; Ebrahimi, S. Eur. J. Chem. 2010, 1(1), 33-36. doi:https://doi.org/10.5155/eurjchem.1.1.33-36.5
Mobinikhaledi, A.; Foroughifar, N.; Khanpour, M.; Ebrahimi, S. Eur. J. Chem. Synthesis of some novel Schiff bases containing 1,2,4-triazole ring. 2010, 1(1), 33-36. doi:https://doi.org/10.5155/eurjchem.1.1.33-36.5
Mobinikhaledi, A., Foroughifar, N., Khanpour, M., & Ebrahimi, S. (2010). Synthesis of some novel Schiff bases containing 1,2,4-triazole ring. European Journal of Chemistry, 1(1), 33-36. doi:https://doi.org/10.5155/eurjchem.1.1.33-36.5
Mobinikhaledi, Akbar, Naser Foroughifar, Mansooreh Khanpour, & Sattar Ebrahimi. "Synthesis of some novel Schiff bases containing 1,2,4-triazole ring." European Journal of Chemistry [Online], 1.1 (2010): 33-36. Web. 18 Jun. 2018
Mobinikhaledi, Akbar, Foroughifar, Naser, Khanpour, Mansooreh, AND Ebrahimi, Sattar. "Synthesis of some novel Schiff bases containing 1,2,4-triazole ring" European Journal of Chemistry [Online], Volume 1 Number 1 (31 March 2010)

DOI: https://doi.org/10.5155/eurjchem.1.1.33-36.5

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