European Journal of Chemistry

Ammonium chloride; as a mild and efficient catalyst for the synthesis of some 2-arylbenzothiazoles and bisbenzothiazole derivatives

Article Sidebar

PDF
Published: Dec 22, 2010
DOI: https://doi.org/10.5155/eurjchem.1.4.377-380.165
Keywords:
2-Arylbenzothiazoles, Bisbenzothiazole, Aldehydes, Ammonium chloride, 2-Aminothiophenol, Mild condition
Section
Short Communication
Issue
Vol. 1 No. 4 (2010): December 2010
Dates
Received 2010-06-14
Accepted 2010-10-28
Published 2010-12-22


Main Article Content

Behrooz Maleki
Department of Chemistry, Sabzevar Tarbiat Moallem University, Sabzevar, IR-397, Iran
Hafezeh Salehabadi
Department of Chemistry, Sabzevar Tarbiat Moallem University, Sabzevar, IR-397, Iran

Abstract

An efficient protocol has been developed for the preparation of a series of 2-arylbenzothiazoles derivatives from condensation of 2-aminothiophenol with aromatic aldehydes using ammonium chloride, which is a very inexpensive, metal-free and readily available reagent. The target compounds were obtained in good to excellent yields (58-92%) under fairly mild reaction conditions at room temperature.

1_4_377_380_800


icon graph This Abstract was viewed 3757 times | icon graph Article PDF downloaded 1122 times

How to Cite
(1)
Maleki, B.; Salehabadi, H. Ammonium Chloride; As a Mild and Efficient Catalyst for the Synthesis of Some 2-Arylbenzothiazoles and Bisbenzothiazole Derivatives. Eur. J. Chem. 2010, 1, 377-380.

Article Details

Share
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe PMC
References

[1]. Hays, S.; Rice, J. M. J.; Ortwine, D. F.; Johnson, G.; Schwarz, R. D.; Boyd, D. K.; Copeland, L. F.; Vartanian, M. G.; Boxer, P. A. J. Pharm. Sci. 1994, 83, 1425-1432.
doi:10.1002/jps.2600831013
PMid:7884664

[2]. Hotchinson, I.; Chua, M. S.; Browne, H. L.; Trapani, V. J. Med. Chem. 2001, 44, 1446-1455.
doi:10.1021/jm001104n
PMid:11311068

[3]. Mathis, C. A.; Wang, Y.; Holt, D. P.; Huang, G. F.; Debnath, M. L.; Klunk, W. E. J. Med. Chem. 2003, 46, 2740-2754.
doi:10.1021/jm030026b
PMid:12801237

[4]. Sharghi, H.; Omid, A. Synth. Commun. 2009, 39, 860-867.
doi:10.1080/00397910802431214

[5]. Paul, S.; Gupta, M.; Gupta, R. Synth. Commun. 2002, 32, 3541-3547.
doi:10.1081/SCC-120014964

[6]. Nadaf, R. N.; Siddiqui, S. A.; Daniel, T.; Lahoti, R. J.; Srinivasan, K. V. J. Mol. Catal. A: Chem. 2004, 214, 155-160.
doi:10.1016/j.molcata.2003.10.064

[7]. Matsushita, H.; Lee, S. H.; Joung, M.; Clapham, B.; Janda, K. D. Tetrahedron Lett. 2004, 45, 313-316.
doi:10.1016/j.tetlet.2003.10.168

[8]. Alagile, D.; Baldwin, R. M.; Tamagnan, G. D. Tetrahedron Lett. 2005, 46, 1349-1351.
doi:10.1016/j.tetlet.2004.12.111

[9]. Chen, C.; Chen, Y. J. Tetrahedron Lett. 2004, 45, 113-115.
doi:10.1016/j.tetlet.2003.10.095

[10]. Majo, V. J.; Prabhakaran, J.; Mann, J. J.; Kumar, J. S. D. Tetrahedron Lett. 2003, 44, 8535-8537.
doi:10.1016/j.tetlet.2003.09.138

[11]. Bougrin, K.; Loupy, A.; Soufiaoui, M. Tetrahedron 1998, 45, 8055-8064.
doi:10.1016/S0040-4020(98)00431-1

[12]. Rostamizadeh, S.; Housaini, K. S. A. Phosphrus Sulfur Silicon Relat. Elem. 2003, 180, 1321-1326.
doi:10.1080/10426500590912268

[13]. Li, Y.; Wang, G. Y.; Wang, J. Y.; Jacquline, L. Chem. Lett. 2006, 35, 460-461.
doi:10.1246/cl.2006.460

[14]. Ranu, B. C.; Jana, R.; Dey, S. Chem. Lett. 2004, 33, 274-275.
doi:10.1246/cl.2004.274

[15]. Kawashita, Y.; Ueba, C.; Hayashi, M. Tetrahedron Lett. 2006, 47, 4231-4233.
doi:10.1016/j.tetlet.2006.04.019

[16]. Itoh, T.; Nagata, K.; Ishikawa, H.; Ohsawa, A. Heterocycles 2004, 62, 197-201.
doi:10.3987/COM-03-S(P)47

[17]. Al-Qalaf, F.; Mekheimer, R. R.; Sadek, K. U. Molecules 2008, 13, 2908-2914.
doi:10.3390/molecules13112908
PMid:19037182

[18]. Okimoto, M.; Yoshida, T.; Hoshi, M.; Hottori, K.; Komata, M.; Tomozawa, K.; Chiba, T. Heterocycles 2008, 75, 35-42.
doi:10.3987/COM-07-11195

[19]. Chanada, M.; Arup, D. A. Heterocycles 2007, 71, 1837-1842.
doi:10.3987/COM-07-11079

[20]. Makhopadhyay, C.; Datta, A. J. Het. Chem. 2009, 46, 91-95.
doi:10.1002/jhet.9

[21]. Bahrami, K.; Khodaei, M. M.; Naali, F. Synlett 2009, 4, 569-572.
doi:10.1055/s-0028-1087911

[22]. Fazaeli, R.; Aliyan, H. Appl. Catal. A: Gen. 2009, 353, 74-79.
doi:10.1016/j.apcata.2008.10.035

[23]. Pawar, S. S.; Dekhane, D. V.; Shingare, M. S.; Thore, S. N. Aust. J. Chem. 2008, 61, 905-909.
doi:10.1071/CH08122

[24]. Pratap, U. R.; Mali, J. R.; Jawale, D. V.; Mane, R. A. Tetrahedron Lett. 2009, 50, 1352-1354.
doi:10.1016/j.tetlet.2009.01.032

[25]. Xiao, H. L.; Chen, J. X.; Liu, M. C.; Zhu, D. J.; Ding, J. C.; Wu, H. Y. Chem. Lett. 2009, 38, 170-171.
doi:10.1246/cl.2009.170

[26]. Abdollahi-Alibeik, M.; Poorirani, S. Phosphorus Sulfur Silicon Relat. Elem. 2009, 184, 3182-3190.
doi:10.1080/10426500802705453

[27]. Aliyan, A.; Fazlaeli, R.; Fazaeli, N.; Mssah, A. R.; Javaherian-Naghash, H.; Alizadeh, M.; Emami, G. Heteroatom Chem. 2009, 4, 202-207.
doi:10.1002/hc.20534

[28]. Ralls, J. W.; Lundin, R. E.; Bailleg, G. F. J. Org. Chem. 1963, 28, 3521-3526.
doi:10.1021/jo01047a061

[29]. Shaabani, A.; Bazgir, A.; Thimouri, F. Tetrahedron Lett. 2003, 44, 857-859.
doi:10.1016/S0040-4039(02)02612-6

[30]. Chen, W. G.; Shi, L. Catal. Commun. 2008, 9, 1079-1081.
doi:10.1016/j.catcom.2007.10.011

[31]. Azizian, J.; Thimouri, F.; Mohammadizadeh, F. M. Catal. Commun. 2007, 8, 1117-1121.
doi:10.1016/j.catcom.2006.06.002

[32]. Darabi, H. R.; Tahoori, F.; Aghapoor, K.; Taala, F.; Mohsenzaeh, F. J. Brazil. Chem. Soc. 2008, 19, 1646-1652.

[33]. Azarifar, D.; Maleki, B.; Setayeshnazar, M. Phosphrus Sulfur Silicon Relat. Elem. 2009, 184, 2097-2102.
doi:10.1080/10426500802423933

[34]. Maleki, B.; Azarifar, D.; Hojati, S. F.; Gholizadeh, M.; Veisi, H.; Salehabadi, H.; Khodaverdian Moghadam, M. J. Het. Chem. 2011, DOI: 10.1002/jhet.426, in press.

[35]. Maleki, B.; Salehabadi, H.; Khodaverdian-Moghadam, M. Acta Chim. Slov. 2010, 3, 741-745.

Supporting Agencies

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).