European Journal of Chemistry 2017, 8(2), 179-182 | doi: https://doi.org/10.5155/eurjchem.8.2.179-182.1567 | Get rights and content

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Solvent-free protocol for the green synthesis of benzamide analogs of dibenzoazepine


Maria Aqeel Khan (1) , Farhana Batool (2,*) , Asma Khatoon (3) , Rabia Sadiq (4) , Sher Rahman (5) , Fatima Zehra Basha (6)

(1) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(2) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(3) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(4) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(5) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(6) Hussain Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan
(*) Corresponding Author

Received: 16 Mar 2017 | Revised: 14 Apr 2017 | Accepted: 19 Apr 2017 | Published: 30 Jun 2017 | Issue Date: June 2017

Abstract


Dibenzoazepine represents an important class of heterocycles, exhibiting potent antidepressant and anticonvulsant activities. Beside, various modifications on this nucleus, amide analogs at N-5 position showed potent antidepressant activities. A previously reported method for the synthesis of benzamide analogs of dibenzoazepine use hazardous and toxic solvents. Herein, we report a new, efficient and solvent-free green method for the synthesis of dibenzoazepine benzamides (6-21).


Keywords


Amidation; Benzamides; Solvent-free; Dibenzoazepine; Benzoyl chlorides; Green methodology

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DOI: 10.5155/eurjchem.8.2.179-182.1567

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Funding information


Higher Education Commission (HEC), Pakistan and H. E. J. Research Institute of Chemistry, International Centre for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

Citations

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[1]. Sheeba Wajid, Asma Khatoon, Maria Aqeel Khan, Humaira Zafar, Shama Kanwal, Atta-ur-Rahman, M. Iqbal Choudhary, Fatima Z. Basha
Microwave-Assisted Organic Synthesis, structure–activity relationship, kinetics and molecular docking studies of non-cytotoxic benzamide derivatives as selective butyrylcholinesterase inhibitors
Bioorganic & Medicinal Chemistry  27(18), 4030, 2019
DOI: 10.1016/j.bmc.2019.07.015
/


References


[1]. Kumar, H. V.; Kumar, P.; Rangaswamy, J.; Sindhu, K. U.; Naik, N. Eur. J. Chem. 2015, 6, 394-403.
https://doi.org/10.5155/eurjchem.6.4.394-403.1297

[2]. Manjunath, B. C.; Kumar, K. S. V.; Kumar, S. M.; Sadashiva M. P.; Lokanath, N. K. Acta Cryst. E 2013, 69, o1763-o1763.
https://doi.org/10.1107/S1600536813030547

[3]. Yousuf, S.; Khan, M.; Fazal, S.; Butt, M.; Basha, F. Z. Acta Cryst. E 2012, 68, o1101-o1101.
https://doi.org/10.1107/S1600536812007866

[4]. Patton, J. R.; Dudley, K. H. J. Heterocyclic Chem. 1979, 16, 257-262.
https://doi.org/10.1002/jhet.5570160213

[5]. Chang, V. H. T. J. Heterocyclic Chem. 1983, 20, 237-238.
https://doi.org/10.1002/jhet.5570200149

[6]. Kovacs, N.; Nagy, F.; Balas, I.; Komoly, S.; Janszky, J. Epilepsy Behav. 2008, 12, 492-493.
https://doi.org/10.1016/j.yebeh.2007.12.010

[7]. Khan, M. A.; Saleem, A.; Ghouri, N.; Hameed, A.; Choudhary, M. I.; Basha, F. Z. Lett. Drug. Des. Discov. 2015, 12, 597-606.
https://doi.org/10.2174/1570180812999150225111959

[8]. Kumar, H. V.; Naik, N. Eur. J. Med. Chem. 2010, 45, 2-10.
https://doi.org/10.1016/j.ejmech.2009.09.016

[9]. Takayama, H.; Yaegashi, Y.; Kitajima, M.; Han, X.; Nishimura, K.; Okuyama, S.; Igarashi, K. Bioorg. Med. Chem. Lett. 2007, 17, 4729-4732.
https://doi.org/10.1016/j.bmcl.2007.06.069

[10]. Bag, S.; Tawari, N. R.; Degani, M. S.; Queener, S. F. Bioorg. Med. Chem. 2010, 18, 3187-3197.
https://doi.org/10.1016/j.bmc.2010.03.031

[11]. Confalone, P. N.; Huie, E. M. J. Org. Chem. 1984, 48, 2994-2997.
https://doi.org/10.1021/jo00166a011

[12]. David-Cordonnier, M. H.; Hildebrand, M. P.; Baldeyrou, B.; Lansiaux, A.; Keuser, C.; Benzschawel, K.; Lemster, T.; Pindur, U. Eur. J. Med. Chem. 2007, 42, 752-771.
https://doi.org/10.1016/j.ejmech.2006.12.039

[13]. Burstein, E. S. US patent 20060252744 A1 (2006).

[14]. Balaure, P. C.; Costea, I.; Florin, I.; Draghici, C.; Enache, C. Rev. Roum. Chim. 2009, 54, 935-942.

[15]. Martinez, R.; Ruben, C.; Espinosa, R. C.; Toscano, R. A.; Cogordan, J. A.; Arellano, M. D. R.; Angeles, E.; Posada, M. D. R.; Maya, B.; Martine, L. J. Heterocyclic Chem. 1996, 33, 715-718.
https://doi.org/10.1002/jhet.5570330332


How to cite


Khan, M.; Batool, F.; Khatoon, A.; Sadiq, R.; Rahman, S.; Basha, F. Eur. J. Chem. 2017, 8(2), 179-182. doi:10.5155/eurjchem.8.2.179-182.1567
Khan, M.; Batool, F.; Khatoon, A.; Sadiq, R.; Rahman, S.; Basha, F. Solvent-free protocol for the green synthesis of benzamide analogs of dibenzoazepine. Eur. J. Chem. 2017, 8(2), 179-182. doi:10.5155/eurjchem.8.2.179-182.1567
Khan, M., Batool, F., Khatoon, A., Sadiq, R., Rahman, S., & Basha, F. (2017). Solvent-free protocol for the green synthesis of benzamide analogs of dibenzoazepine. European Journal of Chemistry, 8(2), 179-182. doi:10.5155/eurjchem.8.2.179-182.1567
Khan, Maria, Farhana Batool, Asma Khatoon, Rabia Sadiq, Sher Rahman, & Fatima Zehra Basha. "Solvent-free protocol for the green synthesis of benzamide analogs of dibenzoazepine." European Journal of Chemistry [Online], 8.2 (2017): 179-182. Web. 11 Apr. 2021
Khan, Maria, Batool, Farhana, Khatoon, Asma, Sadiq, Rabia, Rahman, Sher, AND Basha, Fatima. "Solvent-free protocol for the green synthesis of benzamide analogs of dibenzoazepine" European Journal of Chemistry [Online], Volume 8 Number 2 (30 June 2017)

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