Document Type : Original Article

Authors

1 Department chemistry, Laboratory of Organic Synthesis, Dayanand Science College, Latur-413512, (MS), INDIA

2 Department of Microbiology, Dayanand Science College, Latur-413512, (MS), INDIA

Abstract

We report a novel and eco-friendly methods approving the green synthesis of various Schiff’s bases by sonication, microwave irradiation, stirring and grinding methods using DHE and various aromatic aldehydes. We also offer the synthesis of aryl azo Schiff base by different ways and compare of the way of synthesize it. As a result, Sonication and microwave irradiation is the modest technique to synthesis aryl azo Schiff base. This technique is experimentally green, simple, greater yielding, clean, and with compact reaction times. Also, the synthesized compounds were tested for their antibacterial activity. The most admirable results were observed and it could be a potential starting point to develop innovative lead compounds fight against a panel of some human disease-causing pathogens bacteria

Graphical Abstract

Green synthesis, characterization and biological activity of aryl Azo Schiff bases

Keywords

Main Subjects

[1] B.S. Furniss, A. Hannaford, V. Rogers, P.W.G. Smith, A.R. Tatchell, "Vogel's Text Book of Practical Organic Chemistry", Fifth Ed., London: Longman Scientific & Technical, 1978, 268-1000. [Crossref], [Google Scholar], [Pdf]
[2] D.A. Skoog, D.M. West, F.J. Holler, S.R. Crouch, Fundamentals of Analytical Chemistry, Seventh Ed: Ilarcourt  Asia Pvt. Ltd., 2013, 806-808. [Google Scholar], [Publisher]
[3]  Berson, J. American Chem. Soc,1952, 74, 5172-5180. [Crossref], [Google Scholar], [Publisher]
[4]A. Jarrahpour, D. Khalili, E. Clercq, C. Salmi, J. Michel, Molecules, 2007, 12,1720-1730. [CrossRef], [Google Scholar],     [Publisher]
[5] N. I. Taha, N. O. Tapabashi, M. N. El-Subeyhi, International Journal of Organic Chemistry, 2018, 8, 309-318  [Crossref], [Google Scholar], [Publisher]
[6] G. B. Shulpin, A. N.  Druzhinina, React. Kinet. Catal. Lett., 1992, 47, 207-211.[Crossref], [Google Scholar],[Publisher]
[7] E. Elzahany, K. Hegab, S. Khalil, N. Youssef, Aust. J. Basic Appl. Sci., 2008,  2 (2) , 210-220. [PDF], [Google Scholar], [Publisher]
[8] S. Annapoorani, C. Krishnan, J. Chem. Tech. Res., 2013, 5 (1), 180-185.[Google Scholar], [Publisher]
[9].Z. Guo, R. Xing, S. Liu, Z. Zhong, X. Ji, L.   Wang, Carbohydr. Res.2007, 342 (10), 1329-1332. [Crossref],   [Google Scholar], [Publisher] [10].P. Panneerselvam, R.R. Nair, G. Vijayalakshmi, E.H. Subramanian, S.K. Sridhar, Eur. J. Med. Chem., 2005, 40, 225-229.  [Crossref],   [Google Scholar], [ Publisher]
[11]. H. Naeimi, F. Salimi, K. Rabiei, J. Mol. Catal. A. Chem., 2006, 260 (1–2), 100-104.  [Crossref],  [Google Scholar], [Publisher]
[12]. R.M. Silverstein, G.C. Bessler, T.C. Morril, Spectrometric Identification of Organic Compounds, 4" Ldn, John Wiley & Sons, New York, 1984, 320-325. [Crossref], [Google Scholar], [Publisher]
[13]. D.H. Williams, L. Fleming, Spectroscopic Methods in Organic Chemistry, 3 Edn., McGraw IIill, London, 1973. [Google Scholar], [Publisher]
[14]. Kemp William, Organic Spectroscopy, McMillan Press Ltd, 2 Ed., 1991. [Crossref], [Pdf], [Publisher]
[15]. B.L. Kaul, P.M. Nair, A.V.Ramarao, K. Venkataraman, Tetrahedron Letters,1966, 32, 3897-4002. [Crossref], [Google Scholar], [Publisher]
[16] B.B. Mahapatra, R.R. Mishra, P. Roy, D. Panda, Asian J. Chem., 1997, 9(2), 175-178.[Crossref], [Google Scholar], [Publisher]
[17] B.B. Mahapatra, R.K. Sendha, Asian J. Chem., 2000, 12(4), 1061-1066.[Crossref], [Google Scholar], [Publisher]
[18] A. W. Raut, J. C. Lohakare, A. G. Doshi, Asian J. Chem., 2000, 12(2), 621-622.[PDF], [Google Scholar], [Publisher]
[19]       A. D. Garnovskii, A. L. Nivorozhkin, V. I. Minkin, Coord. Chem. Rev., 1993, 126, 1-2, 1. [PDF], [Google Scholar], [Publisher]
[20]       D. Banerjea, Coordination Chemistry, Tata McGraw-Hill, 1993. [Google Scholar] [21]K.P. Guzen, A.S. Guarezemini, A.T.G. Órfão, R. Cella, C.M.P. Pereira, H.A. Stefani, Tetrahedron Lett., 2007, 48 (10), 1845-1848. [Crossref], [Google Scholar], [Publisher]
[22] L. Shi, H. M. Ge, S. H. Tan, H. Q. Li, Y. C. Song, H. L. Zhu, Eur. J. Med. Chem., 2007, 42 (4), 558-564. [Crossref] [Google Scholar][Publisher]
[23] S. Baluja, A. Solanki, N. Kachhadia, J. Iran Chem. Soc., 2006, 3(4), 312-317.  [Crossref]] [Google Scholar][Publisher]
[24] P. A. Vigato, S. Tamburini, Coord. Chem. Rev., 2008, 252, 1871-1880. [Crossref], [Google Scholar], [Publisher]
[25] W. Al Zoubi, A. A. S. Al‐Hamdani, Y. G. Ko, Sep. Sci. Technol., 2017, 52, 1052-1060. [Crossref], [Google Scholar], [Publisher]
[26] W. Al Zoubi, A.A.S. Al‐Hamdani, M. Kaseem, Appl. Organomet. Chem., 2016, 30, 810-815. [Crossref], [Google Scholar], [Publisher]
[27] W. Al Zoubi, Y. G. Ko, App. Organomet. Chem., 2017, 31, 3574-3578. [Crossref], [Google Scholar], [Publisher]
[28] W. Al Zoubi, J. Coord. Chem., 2013, 66, 2264-2270. [Crossref], [Google Scholar], [Publisher]
[29] H. F. Abd El‐halim, M. M. Omar, G. G. Mohamed, Spectrochim. Acta A., 2011, 78, 36-40. [Crossref], [Google Scholar], [Publisher]
[30] M. Shebl, Spectrochim. Acta A., 2008, 70, 850-855. [Crossref], [Google Scholar], [Publisher]
[31] E. Ergene, H. Sivas, K. Benkli, Turk. J. Biol., 2010, 34, 379-384. [Crossref], [Google Scholar], [Publisher]
[32] H. F. Abd El‐halim, M. M. Omar, G. G. Mohamed, Spectrochim. Acta A., 2011, 78, 36-40. [Crossref], [Google Scholar], [Publisher]
[33] L. Lekha, K. Kanmani Raja, G. Rajagopal, D. Easwaramoorthy, J. Mol. Struct., 2014, 07, 1056-1060. [Crossref], [Google Scholar], [Publisher]
[34] Z. H. Chohan, H. Pervez, K. M. Khan, C. T. Supuran, J. Enzyme, Inhib. Med. Chem., 2005, 20, 81. [Crossref], [Google Scholar], [Publisher]
[35] C. M. Da Silva, D. L. Da Silva, L. V. Modolo, R. B. Alves, M. A. De Resende, C. V. B. Martins, A. de Fatima, J. Adv. Res., 2011, 2,1-5. [Crossref], [Google Scholar], [Publisher]
[36] T. Propst, W. Vogel, A. Propst, O. Dietze, H. Braunsteiner, J. Mol. Med.,1992, 70, 55-60. [Crossref], [Google Scholar], [Publisher]
[37] W. Al Zoubi, Int J of Org Chem., 2013, 3, 73-78. [Crossref], [Google Scholar], [Publisher]
[38] M. A. Mohamed, M. A. Hapipah, T. Robinson Ward, Polyhedron, 2009, 28, 3993-3998. [Crossref], [Google Scholar], [Publisher]
[39] G. Grivani, V. Tahmasebi, K. Eskandari, A. Dehno Khalaji, G. Bruno, H. J. Amiri Rudbari, H. J. Mol. Struct., 2013, 100, 1054-1059. [Crossref], [Google Scholar], [Publisher]
[40] P. Przybylski, A. Huczynski, K. Pyta, B. Brzezinski, F. Bartl, Curr. Org. Chem., 2009, 13, 124-128. [Crossref], [Google Scholar], [Publisher]