Synthesis, characterization and DFT computational studies of new heterocyclic azo compounds

Faeza Almashal; Abeer Mohamed Jabar; Adil Muala Dhumad

doi:10.5155/eurjchem.9.2.84-88.1683

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Published: Jun 30, 2018

DOI: https://doi.org/10.5155/eurjchem.9.2.84-88.1683

Keywords:

B3LYP, Mulliken charge, Azo sulfonamides, Electronic structures, Density function theory, Heterocyclic azo compound

Section

Research Article

Issue

Vol. 9 No. 2 (2018): June 2018

Dates

Received 2018-01-26
Accepted 2018-04-04
Published 2018-06-30

Faeza Almashal

College of Education for Pure Science, Basrah University, Basrah, 61004, Iraq

http://orcid.org/0000-0002-2398-663X

Abeer Mohamed Jabar

College of Education for Pure Science, Basrah University, Basrah, 61004, Iraq

http://orcid.org/0000-0001-7649-7226

Adil Muala Dhumad

College of Education for Pure Science, Basrah University, Basrah, 61004, Iraq

http://orcid.org/0000-0003-4565-7500

Abstract

New heterocyclic azo compounds were prepared by coupling the diazonium salts with N-(4-methylphenyl)maleimide with various different sulfa compounds. The structure of heterocyclic azo compounds was determined by MS, FT-IR and ¹H NMR techniques. The density function theory calculation at the B3LYP method with 6-311G(d,p) basis set is used to investigate the electronic structures of the prepared heterocyclic azo compounds. Mulliken charge distributions and HOMO-LUMO energies of the mentioned compounds have been also computed by same method and basis set.

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Almashal, F.; Jabar, A. M.; Dhumad, A. M. Synthesis, Characterization and DFT Computational Studies of New Heterocyclic Azo Compounds. Eur. J. Chem. 2018, 9, 84-88.

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References

[1]. Heinrich, Z. Color Chemistry, Syntheses, properties and applications of organic dyes and pigments, VCH, 1991.

[2]. Paraneswari, N.; Muthakrishnan, J.; Guanasekaran, P. Indian J Exp Biol. 2006, 44(8), 618-626.

[3]. Brown, D.; Laboureur, P. Chemosphere 1983, 12(3), 405-414.
https://doi.org/10.1016/0045-6535(83)90115-7

[4]. Simu, G. M.; Dragomirescu, A.; Grad, M. E.; Savoiubalint, G.; Andoni, M.; Bals, G. Azo compounds with antimicrobial activity, 14th, Int. Electron. Conf. Syn. Org. Chem. ECSOC-14, 2010.

[5]. Garg, H. G.; Prakash, C. J. Med. Chem. 1972, 15(4), 435-436.
https://doi.org/10.1021/jm00274a035

[6]. Browing, C. H.; Cohen, B.; Ellingworth, S; Gulbransen, R. J. Storage 1926, 100, 293-325.

[7]. Child, G.; Wilkinson G.; Tomcu-Fucik, A. Chem. Abstr. 1977, 87, 6031.

[8]. Khalid, A.; Arshad, M.; Crowley, D. E. Appl. Microbiol. Biotech. 2008, 78, 361-369.
https://doi.org/10.1007/s00253-007-1302-4

[9]. Pagga, U.; Brown, D. Chemosphere 1986, 15, 479-491.
https://doi.org/10.1016/0045-6535(86)90542-4

[10]. Farghaly, T. A.; Abdallah, Z. A. Arkivoc 2008, 17, 295-305.

[11]. Goyal, N.; Verma, S.; Singha, K. Croatica Chem. Acta 1998, 71(3), 715-726.

[12]. Park, C.; Lim, J.; Lee, Y.; Lee, B.; Kim, S.; Lee, J.; Kim, S. Enzy. Microb. Tech. 2007, 40, 1758-1764.
https://doi.org/10.1016/j.enzmictec.2006.12.005

[13]. Chandravadivelu, G.; Senniappan, P. Int. J. Res. Pharm. Chem. 2011, 1(4), 1082-1086.

[14]. Chopde, N.; Meshram, S.; Pagadala, R.; Mungole, J. Int. J. Chem. Tech. Res. 2010, 2(3), 1823-1830.

[15]. Patel, S. Arch. Appl. Sci. Res. 2012, 4(2), 846-851.

[16]. Hunger, K. Industrial Dyes: Chemistry, Properties, Applications, 2nd editions. Wiley-VCH, Weinheim, 2003.

[17]. Ashutosh, D.; Mehrotra, K. Colourage 1979, 26, 25-25.

[18]. Athey, J. Eur. Coat. J. 1998, 3, 146-149.

[19]. Sandborn, J. Am. J. Gastroenterol. 2002, 97(12), 2939-2941.

[20]. Cisnetti, F.; Ballardini, R.; Credi, A.; Gandolfi, T.; Masiero, S.; Negri, F.; Pieraccini, S.; Spada, P. Chem. Eur. J. 2004, 10, 2011-2021.
https://doi.org/10.1002/chem.200305590

[21]. Jain, A.; Gupta, Y.; Jain, K. Crit. Rev. Ther. Drug Carrier Syst. 2006, 23, 349-400.
https://doi.org/10.1615/CritRevTherDrugCarrierSyst.v23.i5.10

[22]. Wilson and Gisvold's, Text book of organic medicinal and pharmaceutical chemistry, 11th Ed., Lippincott, USA, 2004.

[23]. Mohammed, A.; Mustapha, A. Molecules 2010, 15, 7498-7508.
https://doi.org/10.3390/molecules15107498

[24]. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, Jr. J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M.; Heyd, J. J.; Brothers, E.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, J. M.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, O.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, Revision A. 1. Gaussian, Inc., Wallingford, 2009.

[25]. Adil, D. J. Basrah Res. A 2015, 41, 93-106.

[26]. Adil, D.; Naji, A. J. Basrah Res. A 2011, 37, 82-89.

[27]. Jabbar, H.; Zuhir, A.; Adil, D. Eur. J. Chem. 2017, 8(3), 252-257.
https://doi.org/10.5155/eurjchem.8.3.252-257.1598

[28]. Baldenebro‐Lopez, J. Int. J. Mol. Sci. 2012, 13, 16005‐16019.
https://doi.org/10.3390/ijms131216005

Supporting Agencies

The Department of Chemistry at the College of Education for Pure Sciences, Basrah University, Basrah, Iraq.

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