European Journal of Chemistry

Synthesis of nitrogen heterocycles from ethyl 3-(6-dibenzothiophen-2-yl-pyridazin-3-ylamino)-3-oxopropanoate

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Published: Sep 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.3.295-299.376
Keywords:
Dibenzothiophene, Pyridazine, Triazole, Pyrimidinone, Pyrazole, Pyridinone
Section
Research Article
Issue
Vol. 2 No. 3 (2011): September 2011
Dates
Received 2010-12-24
Accepted 2011-03-23
Published 2011-09-30


Main Article Content

Mohamed Sayed Behalo
Department of Chemistry, Faculty of Science, Benha University, Benha, 13518, Egypt
Aly Abdelmaboud Aly
Department of Chemistry, Faculty of Science, Benha University, Benha, 13518, Egypt

Abstract

An efficient synthesis of nitrogen-containing heterocycles pyrazole, triazole,  pyridinone and pyrimidinone derivatives from ethyl 3-(6-dibenzothiophen-2-yl-pyridazin-3-ylamino)-3-oxopropanoate (2) was described. The structures of all products were confirmed and characterized by the elemental analysis and spectroscopic studies (IR, MS, 1H NMR, 13C NMR).

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Behalo, M. S.; Aly, A. A. Synthesis of Nitrogen Heterocycles from Ethyl 3-(6-Dibenzothiophen-2-Yl-Pyridazin-3-Ylamino)-3-Oxopropanoate. Eur. J. Chem. 2011, 2, 295-299.

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References

[1]. Butnariu, R. M.; Mangalagiu, I. I. Bioorg. Med. Chem. 2009, 17(7), 2823-2829.
http://dx.doi.org/10.1016/j.bmc.2009.02.028

[2]. Grey, R.; Pierce, A. C.; Bemis, G. W.; Jacobs, M. D.; Moody, C. S.; Jajoo, R.; Mohal, N.; Green, J. Bioorg. Med. Chem. Lett. 2009, 19(11), 3019-3022.
http://dx.doi.org/10.1016/j.bmcl.2009.04.061

[3]. Shimizu, H.; Tanaka, S.; Toki, T.; Yasumatsu, I.; Akimoto, T.; Morishita, K.; Yamasaki, T.; Yasukochi, T.; Imura, S. Bioorg. Med. Chem. Lett. 2010, 20(17), 5113-5118.
http://dx.doi.org/10.1016/j.bmcl.2010.07.026

[4]. Stevens, K. L.; Reno, M. J.; Alberti, J. B.; Price, D. J.; Kane-Carson, L. S.; Knick, V. B.; Shewchuk, L. M.; Hassell, A. M.; Veal, J. M.; Davis, S. T.; Griffin, R. J.; Peel, M. R. Bioorg. Med. Chem. Lett. 2008, 18(21), 5758-5762.
http://dx.doi.org/10.1016/j.bmcl.2008.09.069

[5]. Leger, S.; Black, W. C.; Deschenes, D.; Dolman, S.; Falgueyret, J.; Gagnon, M.; Guiral, S.; Huang, Z.; Guay, J.; Leblanc, Y.; Massé, F.; Oballa, R.; Zhang, L. Bioorg. Med. Chem. Lett. 2010, 20(2), 499-502.
PMid:20004097

[6]. Tang, P. C.; Feng, J.; Huang, L.; Xu, Z.; Cheng, L.; Zhang, X.; Zhang, L.; Hu, B. Bioorg. Med. Chem. Lett. 2009, 19(22), 6437-6440.
http://dx.doi.org/10.1016/j.bmcl.2009.09.038

[7]. Gleave, R. J.; Beswick, P. J.; Brown, A. J.; Giblin, G. M.; Goldsmith, P.; Haslam, C. P.; Mitchell, W. L.; Nicholson, N. H.; Page, L. W.; Patel, S.; Roomans, S.; Slingsby, B. P.; Swarbrick M. E. Bioorg. Med. Chem. Lett. 2010, 20(2), 465-468.
http://dx.doi.org/10.1016/j.bmcl.2009.11.117

[8]. Kummerle, A. E.; Vieira, M. M.; Schmitt, M.; Miranda, A. L. P.; Fraga, C. A. M.; Bourguignon, J. J.; Barreiro, E. J. Bioorg. Med. Chem. Lett. 2009, 19(17), 4963-4966.
PMid:19646868

[9]. Abdel-Hafez, S. H. Eur. J. Med. Chem. 2008, 43(9), 1971-1977.
http://dx.doi.org/10.1016/j.ejmech.2007.12.006
PMid:18242782

[10]. Rodrguez-Ciria, M.; Sanz, A. M.; Yunta, M. J. R.; Gomez-Contreras, F.; Navarro, P.; Fernandez, I.; Pardo, M.; Cano, C. Bioorg. Med. Chem. 2003, 11, 2143-2147.
http://dx.doi.org/10.1016/S0968-0896(03)00127-5

[11]. Bloomer, L. C.; Wotring, L. L.; Townsend, L. B. Cancer Res. 1982, 25, 813-819.

[12]. Garcia, M. H.; Morais, T. S.; Florindo, P.; Piedade, M. F.; Moreno, V.; Ciudad, C.; Noe, V. J. Inorg. Biochem. 2009, 103(3), 354-361.
http://dx.doi.org/10.1016/j.jinorgbio.2008.11.016
PMid:19128838

[13]. Mantu, D.; Luca, M. C.; Moldoveanu, C.; Zbancioc, G.; Mangalagiu, I. I. Eur. J. Med. Chem. 2010, 45(11), 5164-5168.
http://dx.doi.org/10.1016/j.ejmech.2010.08.029
PMid:20813433

[14]. Demirayak, S.; Karaburn, A. C.; Beis, R. Eur. J. Med. Chem. 2004, 39, 1089-1093.
http://dx.doi.org/10.1016/j.ejmech.2004.09.005
PMid:15571871

[15]. Gokce, M.; Dogruer, D.; Fethi Sahin, M. Farmaco II, 2001, 56, 223-228.

[16]. Butnariu, R.; Caprosu, M.; Bejan, V.; Ungureanu, M.; Poiata, A.; Tuchilus, C.; Florescu, M.; Mangalagiu, I. I. J. Heterocycl. Chem. 2007, 44, 1149-1155.
http://dx.doi.org/10.1002/jhet.5570440528

[17]. Caprosu, M.; Butnariu, R.; Mangalagiu, I. I. Heterocycles 2005, 65, 1871-1875.
http://dx.doi.org/10.3987/COM-05-10428

[18]. Ungureanu, M.; Mangalagiu, I. I.; Grosu, G.; Petrovanu, M. Ann. Pharm. Fr. 1997, 55, 69-74.
PMid:9181703

[19]. Kandile, N. G.; Mohamed, M. I.; Zaky, H.; Mohamed, H. M. Eur. J. Med. Chem. 2009, 44(5), 1989-1996.
http://dx.doi.org/10.1016/j.ejmech.2008.09.047
PMid:19013692

[20]. Guan, L. P.; Sui, X.; Deng, X. Q.; Quan, Y. C.; Quan, Z. S. Eur. J. Med. Chem. 2010, 45, 1746-1752
http://dx.doi.org/10.1016/j.ejmech.2009.12.077
PMid:20116141

[21]. Attanasi, O. A.; Crescentini, L. D.; Favi, G.; Filippone, P.; Giorgi, G.; Mantellini, F.; Moscatelli, G.; Behalo, M. S. Org. Lett. 2009, 11(11), 2265-2268.
http://dx.doi.org/10.1021/ol900545v
PMid:19397335

[22]. Issac, Y. A.; El-Karim, I. G.; Donia, S. G. and Behalo, M. S. Sulf. Lett. 2002, 25(4), 183-190.
http://dx.doi.org/10.1080/02786110213977

[23]. Issac, Y. A.; El-Karim, I. G.; Behalo, M. S.; Aly, A. A.; Donia, S. G. Olaj, Szappan, Kozmetika 2008, 57(4), 128-132.

[24]. Behalo, M. S. Phosphorus, Sulfur and Silicon and the Relat. Elements, 2009, 184(1), 206-219.
http://dx.doi.org/10.1080/10426500802095764

[25]. Donia, S. G.; Essawy S. A.; El-Sawy, A. A.; Farouk, A. A. J. Serb. Chem. Soc. 1988, 53, 543-550.

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