European Journal of Chemistry

Synthesis of octahydroquinazolinone derivatives using silica sulfuric acid as an efficient catalyst

Article Sidebar

PDF
Published: Dec 22, 2010
DOI: https://doi.org/10.5155/eurjchem.1.4.291-293.108
Keywords:
Quinazolinone, Silica sulfuric acid, Dimedone, Biginelli reaction
Section
Research Article
Issue
Vol. 1 No. 4 (2010): December 2010
Dates
Received 2010-05-14
Accepted 2010-08-14
Published 2010-12-22


Main Article Content

Akbar Mobinikhaledi
Department of Chemistry, Arak University, Arak, IR-38156-879, Iran
Naser Foroughifar
Faculty of Chemistry, Islamic Azad University, North Tehran Branch, IR­1491367711, Iran
Homila Khodaei
Department of Chemistry, Arak University, Arak, IR-38156-879, Iran

Abstract

Octahydroquinazolinone derivatives were synthesized in moderate to high yields via one-pot three component Biginelli reaction of dimedone, urea or thiourea and corresponding aromatic aldehydes in the presence of silica sulfuric acid as an efficient catalyst, in ethanol under reflux conditions. This protocol offers several advantages including good yields of products and easy experimental work-up procedure.

1_4_291_293_800


icon graph This Abstract was viewed 2732 times | icon graph Article PDF downloaded 1018 times

How to Cite
(1)
Mobinikhaledi, A.; Foroughifar, N.; Khodaei, H. Synthesis of Octahydroquinazolinone Derivatives Using Silica Sulfuric Acid As an Efficient Catalyst. Eur. J. Chem. 2010, 1, 291-293.

Article Details

Share
Links for Article


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

[1]. Kappe, C. O. Eur. J. Med. Chem. 2000, 35, 1043-1052.
doi:10.1016/S0223-5234(00)01189-2

[2]. Kung, P. -P.; Casper, M. D.; Cook, K. L.; Wilson-Lingardo, L.; Risen, L. M.; Vickers, T. A.; Ranken, R.; Blyn, L. B.; Wyatt, J. R.; Cook, P. D.; Ecker, D. J. J. Med. Chem. 1999, 42, 4705-4713.
doi:10.1021/jm9903500
PMid:10579832

[3]. Yarim, M.; Saraç, S.; Kiliç, F. S.; Erol, K. Il Farmaco 2003, 58, 17-24.
doi:10.1016/S0014-827X(02)00009-5

[4]. V Alagarsamy, V.; Pathak, U. S.; Sriram, D.; Pandeya, S. N.; Clercq E, De. Ind. J. Pharm. Sci. 2000, 62, 433-437.

[5]. Ladani, N. K.; Patel, M. P.; Patel, R. G, Arkivoc 2009, 7, 292-302.

[6]. Vanden Eynde, J. J.; Godin, J.; Mayence, A.; Maquestiau, A.; Anders, E. Synthesis 1993, 9, 867-869.
doi:10.1055/s-1993-25958

[7]. Kempter, G.; Ehrlichmann, W.; Plesse, M.; Lehm, H. -U. J. Pract. Chem. 1982, 324, 832-840.
doi:10.1002/prac.19823240518

[8]. Hassani, Z.; Islami, M. R.; Kalantari, M. Bioorg. Med. Chem. Lett. 2000, 16, 4479-4482.
doi:10.1016/j.bmcl.2006.06.038

[9]. Mobinikhaledi, A.; Foroughifar, N.; Karimi, G. Synth. React. Inorg. M. 2007, 37, 279-282.
doi:10.1080/15533170701316809

[10]. Zendehdel, M.; Mobinikhaledi. A.; Asgari, A. J. Incl. Phenom. Macro. 2008, 60, 353-357.
doi:10.1007/s10847-007-9384-2

[11]. Liu, C. -J.; Wang, J. -D. Molecules 2009, 14, 763-770.
doi:10.3390/molecules14020763
PMid:19223824

[12]. Dondoni, A.; Massi, A.; Minghini, E.; Sabbatini, S.; Bertolasi, V. J. Org. Chem. 2003, 68, 6172-6183.
doi:10.1021/jo0342830
PMid:12895047

[13]. Tajbakhsh, M.; Mohajerani, B.; Heravi, M. M.; Ahmadi, A. N. J. Mol. Catal. A 2005, 236, 216-219.
doi:10.1016/j.molcata.2005.04.033

[14]. Zolfigol, M. A. Tetrahedron 2001, 57, 9509-9511.
doi:10.1016/S0040-4020(01)00960-7

[15]. Habibi, D.; Zolfigol, M. A.; Shiri, M.; Sedaghat, A. S. Afr. J. Chem. 2008, 61, 93-96.

[16]. Salehi, P.; Zolfigol, M. A.; Shirini, F.; Baghbanzadeh, M. Curr. Org. Chem. 2006, 10, 2171-2189.
doi:10.2174/138527206778742650

[17]. Habibi, D.; Zolfigol, M. A.; Shirini, F.; Safaiee, M.; Abedini, M.; Rahmani, P. S. Afr. J. Chem. 2007, 60, 17-19.

[18]. Bamoniri, A.; Zolfigoi, M. A.; Mohammadpoor-Baltork, I.; Mirjalili, B. F. J. Ir. Chem. Soc. 2006, 3, 85-88.

[19]. Foroughifar, N.; Mobinikhaledi, A.; Fathinajad, H. Phosphorus. Sulfur. 2003, 178, 1241-1246.
doi:10.1080/10426500307892

[20]. Mobinikhaledi, A.; Foroughifar, N.; Fathinajad, H. Phosphorus. Sulfur. 2004, 179, 2259-2263.
doi:10.1080/10426500490484751

[21]. Foroughifar, N.; Mobinikhaledi, A.; Shariatzadeh, S. M.; Masoudnia, M. Asian J. Chem. 2002, 14, 782-790.

[22]. Shaabani, A.; Sarvary, A.; Rahmati, A.; Rezayan, A. H. Lett. Org. Chem. 2007, 4, 68-71.
doi:10.2174/157017807780037531

[23]. Sabitha, G.; Reddy, K. B.; Yadav, J. S. Tetrahedron Let. 2003, 44, 6497-6499.
doi:10.1016/S0040-4039(03)01564-8

Supporting Agencies

Most read articles by the same author(s)

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 © 2025 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).