European Journal of Chemistry

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



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Akbar Mobinikhaledi
Naser Foroughifar
Mansooreh Khanpour
Sattar Ebrahimi

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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Mobinikhaledi, A.; Foroughifar, N.; Khanpour, M.; Ebrahimi, S. Synthesis of Some Novel Schiff Bases Containing 1,2,4-Triazole Ring. Eur. J. Chem. 2010, 1, 33-36.

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References

[1]. Unangst, P. C.; Shurum, G. P.; Connor, D. T.; Dyer, R. D.; Schrier, D. J. J. Med. Chem. 1992, 35, 3691-3698.
doi:10.1021/jm00098a015
PMid:1433181

[2]. Mullican, M. D.; Wilson, M. W.; Connor, D. T.; Kostlan, C. R.; Schrier, D. J.; Dyer, R. D. J. Med. Chem. 1993, 36, 1090-1099.
doi:10.1021/jm00060a017
PMid:8478906

[3]. Jones, D. H.; Slack, R.; Squires, S.; Wooldridge, K. R. H. J. Med. Chem. 1965, 8, 676-680.
doi:10.1021/jm00329a026

[4]. Sughen, J. K.; Yoloye, T. Pharm. Acta Helv. 1978, 58, 64-68.

[5]. Shams, El-Dine Sh A.; Hazzaa, A. A. B. Pharmazie, 1974, 29, 761-768.
PMid:4460001

[6]. Misato, T.; Ko, K.; Honma, Y.; Konno, K.; Taniyama, E. JP 77-25028 (A01N9/12), Chem. Abstr. 1977, 87, 147054a

[7]. Cansız, A.; Servi, S.; Koparır, M.; Altıntas, M.; Dığrak, M. J. Chem. Soc. Pak. 2001, 23, 237-239.

[8]. Stillings, M. R. Welbourn, A. P.; Walter, D. S. J. Med. Chem. 1986, 29, 2280-2284.
doi:10.1021/jm00161a025
PMid:3783590

[9]. Kane, J. M.; Dudley, M. W.; Sorensen, S. M.; Miller, F. P. J. Med. Chem. 1988, 31, 1253-1258.
doi:10.1021/jm00401a031
PMid:3373495

[10]. Chaha, V. K.; Ranwa, N. S.; Dadheech, P. K. J. Phytol. Res. 1998, 11, 201-202.

[11]. Sakata, M.; Shirakawa, Y.; Kamata, N.; Hiroshino, Y. S.; Jie, O. Y. J. Heterocyclic. Chem. 2000, 37, 269-271.
doi:10.1002/jhet.5570370208

[12]. Nadkarni, B. A.; Kamat, V. R.; Khadse, B. G. Arzneim. Force 2001, 51, 569-573.

[13]. Holla, B. S.; Akberali, P. M.; Shivananda, M. K. Farmaco 2001, 56, 919-927.
doi:10.1016/S0014-827X(01)01124-7

[14]. Hui, X. P.; Zhang, Y.; Xu, P. F.; Wang, Q.; Zhang, Q.; Zhang, Z. Y. Chin. J. Org. Chem. 2005, 25, 700-704.

[15]. B. S.; Rao, B. S.; Sarojini, B. K.; Akberali, P. M.; Kumari, N. S.; Eur. J. Med. Chem. 2006, 41, 657-663.
PMid:16616396

[16]. Zhou, S. N.; Zhang, L. X.; Jin, J. Y.; Zhang, A. J.; Lei, X. X.; He, J. S.; Lin J. W.; Zhang H, L. Phosphorus Sulfur and Silicon, 2007, 182, 419-432.
doi:10.1080/10426500600976884

[17]. Mobinikhaledi, A.; Foroughifar, N.; Goli, R. Phosphorus Sulfur and Silicon, 2005, 180, 2549- 2554.
doi:10.1080/104265090930191

[18]. Mobinikhaledi, A.; Foroughifar, N.; Mohammadlu, P.; Kalhor, M. S. Afr. J. Chem. 2008, 61, 141-143.

[19]. Foroughifar, N.; Mobinikhaledi, A.; Ebrahimi, Synthesis 2009, 15, 2557-2560.
doi:10.1055/s-0029-1217398

[20]. Foroughifar, N.; Mobinikhaledi, A.; Ebrahimi, S.; Moghanian, H.; Bodaghi Fard, M. A.; Kalhor, M. Tetrahedron Lett. 2009, 50, 836-839.
doi:10.1016/j.tetlet.2008.12.014

[21]. Foroughifar, N.; Mobinikhaledi, A.; Ebrahimi, S.; Bodaghi Fard, M. A.; Moghanian, M. J. Chin. Chem. Soc. 2009, 56, 1043-1047.

[22]. Galic, N.; Peric, B.; Kojic-Prodic, B.; Cimerman, Z. J. Mol. Stuc. 2001, 559, 187-194.
doi:10.1016/S0022-2860(00)00703-1

[23]. Wyrzykiewicz, E.; Prukah, D. J. Hetrocyclic. Chem. 1998, 35, 381-387.
doi:10.1002/jhet.5570350221

[24]. Palla, G.; Predieri, G.; Domiano, P. Tetrahedron 1986, 42, 3649-3654.
doi:10.1016/S0040-4020(01)87332-4

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