Document Type : Research Paper

Author

University of Baghdad - College of Science

10.37652/juaps.2010.15522

Abstract

A series of new Schiff's bases containing 3,4-dimethyl maleimide moiety have been synthesized via multisteps synthesis including reaction of 3,4-dimethyl maleic anhydride with aniline producing N-phenyl-3,4-dimethyl maleimide which react with chlorosulfonicacid producing 4-(N-3,4- dimethyl maleimidyl )phenyl sulfonyl chloride which on amination with hydrazine hydrate yielded in turn 4- ( N-3 ,4 -dimethyl maleimidyl) phenyl sulfonyl hydrazine and this when condensed with various aromatic aldehydes and ketones afforded the desirable Schiff bases. Structures of the prepared compounds were confirmed by spectroscopic methods including FTIR, 1HNMR,C13NMR spectroscopy and C.H.N analysis.The synthesized Schiff's bases were screened for their antibacterial activity against three microorganisms:Staphylococcus aureus, Escherichia Coli, and Psedomonas aeruginosa. They were found to exhibit high antibacterial activity.

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1. V.C. Filho, Quimica Nova,19(6), 590(1996).
2. V.C. Filho, Z.R. Vaz and R.J. Nunes, Pharm. Sci., 2,1 (1996).
3. V.C. Filho and R.J. Nunes, Pharm. Sci., 1,399 (1995).
4. T. Terence, J. Cathy and L. Mark, Biochemistry 25 (23), 7633(1986).
5.T.Mohammad and A. Shehab ,J.Polym.Sci.,37 (23), 5283 (1996).
6.T.Mohammad and I. Abdul  Ameer, J. Polym. sci. ,38, 3244 (2000).
7.T. Mohammad, A.M. Al-Azzawi and K. K. Al-Obaidi, J. Al-Nahrain Univer., 12(2),1 (2009) .
8.D.S. Stiz, M.M. Souza and V. Golin, Pharmazie, 55, 492 (2000).
9. D.S. Stiz, M.M. Souza and V. Golin ., Pharmazie, 55, 12 (2000).
10.S.H.L.Kok, C.H.Chui, W.S. Lam and J. Chen, Bioorg. Med. Chem. Lett. , 17,1155 (2007).
11. E.M. Hodnett and W.J. Dunn, J. Med. Chem., 13,768 (1970).
12. P.G. More, R.B. Bhalvankar and S.C. Pattar. J. Indian Chem.Soc.,78,474(2001).
13.S..D.Desai and K.R. Desai, Heterocycle Commun., 7 , 83(2001)
14. P. Mishra, H. Rajak and A .Mehta, J. Gen. Appl. Microbiol., 51,133(2005)
15. T.Kajfez,B..Kamenar and V. Pilizota, croatica chemica acta 76(4),343(2003).
16. J.R. Reid ,R.F. Dufresne and J.J. Chapman., Organic syntheses , 9,281(1998).
17. K.H. Patel and A.G. Mehta., Eur. J. Chem., 3,267 (2006).
18. G.S. Singh, E.M bukwa and T. pheko, Arkivoc 80, (2007).
19. G. Sahin, E. Palaska and M. Ekizoglu., IL Farmaco, 57,539 (2002).
20. P.V. Frank, K.S. Girish and B. Kalluraya., J. Chem. Sci. , 119(1)41,(2007).
21. C.Liu, X.Xu and J. Haang., J. Appl. Poly. Sci., 94, 355 (2004).
22. R.M. Silverstein and G.C. Bassler "spectrometric identification of organic compounds" 4th Edition (1981), John and sons.