European Journal of Chemistry 2018, 9(2), 74-78. doi:10.5155/eurjchem.9.2.74-78.1673

Microwave synthesis of some N-phenylhydrazine-1-carbothioamide Schiff bases


Bushra Kamil Al-Salami (1,*) orcid

(1) Chemistry Department, College of Science, Basrah University, Basrah, 61001, Iraq
(*) Corresponding Author

Received: 21 Nov 2017, Accepted: 22 Mar 2018, Published: 30 Jun 2018

Abstract


We have synthesized and characterized a series of carbothioamide derivatived molecules, obtained by reaction of aromatic aldehyde (Anisaldehyde, 9-anthraldehyde, cinnamaldehyde, indole-3-carboxaldehyde, 1-naphthaldehyde and o-vanillin) with an equimolar amount of 4-phenylthiosemicarbazide with microwave irradiation. The synthesized compounds have been characterized by FT-IR, 1H NMR and 13C NMR spectroscopy. Quantum calculations of the physical properties, based on density functional theory method at B3LYP/6-31+G(d,p) level of theory, were performed, by means of the Gaussian 09W set of programs. The theoretical 1H NMR chemical shift results of the studied compounds have been calculated at B3LYP method and standard 6-31+G(d,p) basis set using the standard Gauge-Independent Atomic Orbital approach. The calculated values are also compared with the experimental data available for these molecules. A good linear relationship between the experimental and calculated data has been obtained.


Keywords


Synthesis; Schiff bases; Computational study; Microwave irradiation; 4-Phenylthiosemicarbazide; Carbothioamide derivatives

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DOI: 10.5155/eurjchem.9.2.74-78.1673

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[1]. Muhammad Tariq Shehzad, Ajmal Khan, Muhammad Islam, Sobia Ahsan Halim, Mohammed Khiat, Muhammad U. Anwar, Javid Hussain, Abdul Hameed, Anam Rubbab Pasha, Farhan A. Khan, Ahmed Al-Harrasi, Zahid Shafiq
Synthesis, characterization and molecular docking of some novel hydrazonothiazolines as urease inhibitors
Bioorganic Chemistry  , 103404, 2019
DOI: 10.1016/j.bioorg.2019.103404
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References

[1]. Ebrahimi, H. P.; Hadi, J. S.; Alsalim, T. A.; Ghali, T. S.; Bolandnazer, Z. Spect. Chim. Acta A 2015, 137, 1067-1077.
https://doi.org/10.1016/j.saa.2014.08.146

[2]. Ebrahimi, H. P.; Hadi, J. S.; Almayah, A. A.; Bolandnazar, Z.; Swadi, A. G.; Ebrahimi, A. P. Bioorg. Med. Chem. 2016, 24, 1121-1131.
https://doi.org/10.1016/j.bmc.2016.01.041

[3]. Singh, M. M.; Rastogi, R. B.; Upadhyay, B. N.; Yadav, M. Mater. Chem. Phys. 2003, 80, 283-293.
https://doi.org/10.1016/S0254-0584(02)00513-8

[4]. Al-Salami, B. K.; Mohammed, A. H.; Askar, K. A, Res. J. Pharm. Bio. Chem. 2014, 5(4), 1457-1472.

[5]. Patai, S. The Chemistry of Carbon-Nitrogen Double Bond, John Wiley & Sons Ltd., 1970.
https://doi.org/10.1002/9780470771204

[6]. Loupy, A. Microwaves In Organic Synthesis, Wiley-VCH, Weinheim, 2002.

[7]. 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, 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.; A. J. 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, Inc. , Gaussian 09, Revision A. 02, Wallingford CT, 2009.

[8]. Shaghaghi, H.; Fathi, F.; Ebrahimi, H. P.; Tafazzoli, M. Conc. Magn. Reson. A 2013, 42(1), 1-13.
https://doi.org/10.1002/cmr.a.21253

[9]. Ebrahimi, H. P.; Tafazzoli, M. Conc. Magn. Reson. A 2013, 42(4), 140-153.
https://doi.org/10.1002/cmr.a.21271

[10]. Dhumad, A. M.; Abood, N. A. J. Basrah Res. (Sci.) 2015, 41(2), 93-106.

[11]. Ebrahimi, H. P.; Hadi, J. S.; Al-Ansari, H. S. J. Mol. Struc. 2013, 1039, 37-45.
https://doi.org/10.1016/j.molstruc.2013.01.063

[12]. Amir, M.; Kumar, S. Acta Pharm. 2007, 57, 31-45.
https://doi.org/10.2478/v10007-007-0003-y

[13]. Hazrati, M. K.; Hadipour, N. L. Comp. Theor. Chem. 2016, 1098, 63-69.
https://doi.org/10.1016/j.comptc.2016.11.007

[14]. Facelli, J. C. Prog. Nucl. Magn. Reson. Spectrosc. 2011, 58(3-4), 176-201.
https://doi.org/10.1016/j.pnmrs.2010.10.003

[15]. Modig, K.; Halle, B. J. Am. Chem. Soc. 2002, 124, 12031-12041.
https://doi.org/10.1021/ja026981s


How to cite


Al-Salami, B. Eur. J. Chem. 2018, 9(2), 74-78. doi:10.5155/eurjchem.9.2.74-78.1673
Al-Salami, B. Microwave synthesis of some N-phenylhydrazine-1-carbothioamide Schiff bases. Eur. J. Chem. 2018, 9(2), 74-78. doi:10.5155/eurjchem.9.2.74-78.1673
Al-Salami, B. (2018). Microwave synthesis of some N-phenylhydrazine-1-carbothioamide Schiff bases. European Journal of Chemistry, 9(2), 74-78. doi:10.5155/eurjchem.9.2.74-78.1673
Al-Salami, Bushra. "Microwave synthesis of some N-phenylhydrazine-1-carbothioamide Schiff bases." European Journal of Chemistry [Online], 9.2 (2018): 74-78. Web. 15 Nov. 2019
Al-Salami, Bushra. "Microwave synthesis of some N-phenylhydrazine-1-carbothioamide Schiff bases" European Journal of Chemistry [Online], Volume 9 Number 2 (30 June 2018)

DOI Link: https://doi.org/10.5155/eurjchem.9.2.74-78.1673

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