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Synthesis of 3-Substituted Pyrido[1,2-a]pyrimidinethylidenehydrazinylthiozole Derivatives from Pyridine-2-amines
Corresponding Author(s) : P. Venkateswarlu
Asian Journal of Chemistry,
Vol. 29 No. 11 (2017): Vol 29 Issue 11
Abstract
Synthesis of 3-substituted thiazole pyrido[1,2-a]pyrimidines from 3-acetyl-4H-pyrido[1,2-a]pyrimidin-4-one condensed with thiosemicarbazide at mild condition. The effect of acetyl group in 3-acetyl-4H-pyrido[1,2-a]pyrimidin-4-one and the nucleophilicity of the nitrogen atoms in thiosemicarbazide, examining the reactions addition by the intramolecular cyclo-addition of phenacyl bromide, dimethylacetylenedicarboxylate (DMAD), chloroacetic acid under different conditions and solvents.
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- M.C. Pirrung, S.V. Pansare, K.D. Sarma, K.A. Keith and E.R. Kern, J. Med. Chem., 48, 3045 (2005); https://doi.org/10.1021/jm049147h.
- W.X. Hu, W. Zhou, C.N. Xia and X. Wen, Bioorg. Med. Chem. Lett., 16, 2213 (2006); https://doi.org/10.1016/j.bmcl.2006.01.048.
- A. Kolocouris, K. Dimas, C. Pannecouque, M. Witvrouw, G.B. Foscolos, G. Stamatiou, G. Fytas, G. Zoidis, N. Kolocouris, G. Andrei, R. Snoeck and E. De Clercq, Bioorg. Med. Chem. Lett., 12, 723 (2002); https://doi.org/10.1016/S0960-894X(01)00838-1.
- P. Tarasconi, S. Capacchi, G. Pelosi, M. Cornia, R. Albertini, A. Bonati, P.P. Dall Aglio, P. Lunghi and S. Pinelli, Bioorg. Med. Chem., 8, 157 (2000); https://doi.org/10.1016/S0968-0896(99)00260-6.
- S.A. Mayekar, Indian J. Chem., 47B, 1438 (2008).
- K. Omar, A. Geronikaki, P. Zoumpoulakis, C. Camoutsis, M. Sokovic, A. Ciric and J. Glamoclija, Bioorg. Med. Chem., 18, 426 (2010); https://doi.org/10.1016/j.bmc.2009.10.041.
- A. Ignat, T. Lovasz, M. Vasilescu, E. Fischer-Fodor, C.B. Tatomir, C. Cristea, L. Silaghi-Dumitrescu and V. Zaharia, Arch. Pharm. Chem. Life Sci., 345, 574 (2012); https://doi.org/10.1002/ardp.201100355.
- S. Gomha and K.D. Khalil, Molecules, 17, 9335 (2012); https://doi.org/10.3390/molecules17089335.
- L.L. Awad, M. Abdel-Rahman, M. Zakaria and E.H. El-Ashy Alexandria, J. Pharm. Sci., 3, 119 (1989); Chem. Abstr., 114, 42661u (1991).
- B. Kalluraya and G. Rai, Synth. Commun., 34, 4055 (2004); https://doi.org/10.1081/SCC-200036580.
References
M.C. Pirrung, S.V. Pansare, K.D. Sarma, K.A. Keith and E.R. Kern, J. Med. Chem., 48, 3045 (2005); https://doi.org/10.1021/jm049147h.
W.X. Hu, W. Zhou, C.N. Xia and X. Wen, Bioorg. Med. Chem. Lett., 16, 2213 (2006); https://doi.org/10.1016/j.bmcl.2006.01.048.
A. Kolocouris, K. Dimas, C. Pannecouque, M. Witvrouw, G.B. Foscolos, G. Stamatiou, G. Fytas, G. Zoidis, N. Kolocouris, G. Andrei, R. Snoeck and E. De Clercq, Bioorg. Med. Chem. Lett., 12, 723 (2002); https://doi.org/10.1016/S0960-894X(01)00838-1.
P. Tarasconi, S. Capacchi, G. Pelosi, M. Cornia, R. Albertini, A. Bonati, P.P. Dall Aglio, P. Lunghi and S. Pinelli, Bioorg. Med. Chem., 8, 157 (2000); https://doi.org/10.1016/S0968-0896(99)00260-6.
S.A. Mayekar, Indian J. Chem., 47B, 1438 (2008).
K. Omar, A. Geronikaki, P. Zoumpoulakis, C. Camoutsis, M. Sokovic, A. Ciric and J. Glamoclija, Bioorg. Med. Chem., 18, 426 (2010); https://doi.org/10.1016/j.bmc.2009.10.041.
A. Ignat, T. Lovasz, M. Vasilescu, E. Fischer-Fodor, C.B. Tatomir, C. Cristea, L. Silaghi-Dumitrescu and V. Zaharia, Arch. Pharm. Chem. Life Sci., 345, 574 (2012); https://doi.org/10.1002/ardp.201100355.
S. Gomha and K.D. Khalil, Molecules, 17, 9335 (2012); https://doi.org/10.3390/molecules17089335.
L.L. Awad, M. Abdel-Rahman, M. Zakaria and E.H. El-Ashy Alexandria, J. Pharm. Sci., 3, 119 (1989); Chem. Abstr., 114, 42661u (1991).
B. Kalluraya and G. Rai, Synth. Commun., 34, 4055 (2004); https://doi.org/10.1081/SCC-200036580.