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Design and Synthesis of Bis Thiazol-2-ylidenes
Corresponding Author(s) : S.L. Manju
Asian Journal of Chemistry,
Vol. 25 No. 10 (2013): Vol 25 Issue 10
Abstract
A series of novel hitherto unreported 4,4'-[N,N'-bis(3-phenyl-4-(4-substituted phenyl)-thiazol-2(3H)-ylidene)]methylenedianiline derivatives has been synthesized by the heterocyclization between the bis-1,3-disubstituted thiourea and substituted acetophenones in presence of iodine. Both conventional and non-conventional methods have been used for the synthesis of the targets. All the synthesized compounds were confirmed by spectral analysis.
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References
A.K. Sanguptha, V.R. Rajeshwar and V.T.R. Padmaja, Collect. Czech. Chem. Commun., 55, 535 (1990).
K. Brown, D.P. Cater, J.F. Cavalla, D. Green, R.A. Newberry and A.B. Wilson, J. Med. Chem., 14, 1177 (1994).
D.F. Shi, T.D. Bradshaw, M.S. Chua,A.D. Weatwell and M.F.G. Stevens, Bioorg. Med. Chem. Lett., 11, 1093 (2001).
E. Kashiyama, I. Hutchinson, M.S. Chua, S.F. Stinson, L.R. Philips, G. Kaur, E.A. Sauville, T.D. Bradshaw, A.D. Westwell and M.G. Stevens, J. Med. Chem., 42, 4172 (1999).
D. Wright and L. Usher, Curr. Org. Chem., 5, 1107 (2001).
A. Naock,A. Schroder and H. Hartmann, Dye Pigments, 57, 131 (2002).
Y. Martin-Cantalejo, B. Saez, J. Soto, M.J. Villa and M.F. Brana, Synthesis, 2211 (2003).
A. Badroc, M.F. Bordes, P. De cointet, P. Savi, A. Bernat, A. Lale, M. Petitou, J.P. Maffrand and J.M. Herberrt, J. Med. Chem., 40, 3393 (1997).
J. Rudolph, H. Theis, R. HAnke, R. Endermann, L. Johannsen and F.U. Geshka, J. Med. Chem., 44, 619 (2001).
S. Bae, H.G. Hahn, K.D. Nam and H.J. Mah, J. Comb. Chem., 7, 7 (2005).
D.S. Kim, Y.M. Joeng, I.K. Park, H.G. Hahn, H. K. Lee, S.B. Kwon, J.H. Joeng, S.J. Yang, U.D. Sohn and K.C. Park, Biol. Pharm. Bull., 20, 180 (2007).
F. Nagasaki, T. Yamada, E. Taksahashi, Y. Kitawaga, R. Hatano and Kokai Tokkyo Koho, Chem. Abstr., 110, 192810 (1989).
N. Siddiqui and W. Asham, Eur. J. Med. Chem., 45, 1536 (2009).
B. Hegazi, H.A. Mohamed, K.M. Dawood and F. Abdek-Rahem Badria, Chem. Pharm. Bull., 58, 479 (2010).
S. Murru, C.B. Singh, V. Kavala and B.K. Patel, Tetrahedron, 64, 1931 (2008)