European Journal of Chemistry

Synthesis of 2-aryl substituted 2,3-dihydroquinazoline-4(1H)-ones under solvent free conditions using ionic liquid as a mild and efficient catalyst

Main Article Content

Obaiah Obaiah
Nandeesh Nagalingaiah Kebbahalli
Raghavendra Manchigaiah Goravanahalli
Pavankumar Siddalingaiah Chottanahalli
Rangappa Subbegowda Kanchugarakoppal
Mantelingu Kempegowda


A simple, green and environmentally benign procedure has been developed for the synthesis of 2,3-dihydroquinazoline-4(1H)-ones in basic ionic liquid via the cyclocondensation of 2-amino benzamide with an aldehyde. This offers several advantages such as high yields, simple procedure, low cost, short reaction times, mild and solvent free condition.

icon graph This Abstract was viewed 1567 times | icon graph Article PDF downloaded 722 times

How to Cite
Obaiah, O.; Kebbahalli, N. N.; Goravanahalli, R. M.; Chottanahalli, P. S.; Kanchugarakoppal, R. S.; Kempegowda, M. Synthesis of 2-Aryl Substituted 2,3-Dihydroquinazoline-4(1H)-Ones under Solvent Free Conditions Using Ionic Liquid As a Mild and Efficient Catalyst. Eur. J. Chem. 2014, 5, 671-675.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Daniel, A.; Erlanson, R. S.; McDowell, T. J. Med. Chem. 2004, 47, 3463-3482.

[2]. Hour, M. J.; Huang, L. J.; Kuo, S. C.; Xia, Y.; Bastow, K.; Nakanishi, Y.; Hamel, E.; Lee, K. H. J. Med. Chem. 2000, 43, 4479-4487.

[3]. Birch, H. L.; Buckley, G. M.; Davies, N.; Dyke, H. J.; Frost, E. J.; Gilbert, P. J.; Hannah, D. R.; Haughan, A. F.; Madigan, M. J.; Morgan, T.; Pitt, W. R.; Ratcliffe, A. J.; Ray, N. C.; Richard, M. D.; Sharpe, A.; Taylor, A. J.; Whitworth, J. M.; Williams, S. C. Bioorg. Med. Chem. Lett. 2005, 15, 5335-5339.

[4]. Bonola, G.; Da, R. P.; Magistretti, M. J.; Massarani, E.; Setnikar, I. J. Med. Chem. 1968, 11, 1136-1139.

[5]. Rexall Drug Co., U. S. Patent 3257397, 1966.

[6]. Okumura, K.; Oine, T.; Yamada, Y.; Hayashi, G.; Nakama, M. J. Med. Chem. 1968, 11, 348-351.

[7]. Cohen, E.; Klarberg, B.; Vaughan, J. R. J. Am. Chem. Soc. 1959, 81, 5508-5509.

[8]. Alagarsamy, V.; Solomon, V. R.; Murugan, M. Bioorg. Med. Chem. 2007, 15, 4009-4015.

[9]. Levin, J. I.; Chan, P. I.; Bailey, T.; Katocs, A. S.; Venkatesan, A. M. Bioorg. Med. Chem. Lett. 1994, 4, 1141-1146.

[10]. Instituto De Angeli S. P. A. French Patent M. 1893, 1963.

[11]. Shulton Inc. U. S. Patent 3265697, 1966.

[12]. Hirose, N.; Kuriyama, S.; Sohda, S.; Sakaguchi, K.; Yamamoto, H. Chem. Pharm. Bull. 1973, 21, 1005-1013.

[13]. Mustazza, C.; Borioni, A.; Sestili, I.; Sbraccia, M.; Rodomonte, A.; Ferretti, R.; Giudice, M. R. D. Chem. Pharm. Bull. 2006, 54, 611-622.

[14]. Hamel, E.; Lin, C. M.; Plowman, J.; Wang, H.; Lee, K.; Paull, K. D. Biochem. Pharmacol. 1996, 51, 53-59.

[15]. Liu, X. W.; Fu, H.; Jiang, Y. Y.; Zhao, Y. F. Angew. Chem., Int. Ed. 2009, 48, 348-351.

[16]. Zhang, Z. H.; Lu, H. Y.; Yang, S. H.; Gao, J. W. J. Comb. Chem. 2010, 12, 643-646.

[17]. Chinigo, G. M.; Paige, M.; Grindrod, S.; Hamel, E.; Dakshanamurthy, S.; Chruszcz, M.; Minor, W.; Milton, L.; Brown, M. L. J. Med. Chem. 2008, 51, 4620-4631.

[18]. Rueping, M.; Antonchick, A. P.; Sugiono, E.; Grenader, K. Angew. Chem., Int. Ed. 2009, 48, 908-910

[19]. Chowdhury, S.; Mohan, R. S.; Scott, J. L. Tetrahedron 2007, 63, 2363-2389.

[20]. Muzart, J. Adv. Synth. Catal. 2006, 348, 275-295.

[21]. Jain, N.; Kumar, A.; Chauhan, S.; Chauhan, S. M. S. Tetrahedron 2005, 61, 1015-1060.

[22]. Zhao, H.; Malhotra, S. V. Aldrichimica Acta 2002, 35(3), 75-83.

[23]. Darvatkar, N. B.; Bhilare, S. V.; Deorukhkar, A. R.; Raut, D. G.; Salunkhe, M. M. Green Chem. Lett. Rev. 2010, 3, 301-306.

[24]. Greaves, T. L.; Drummond, C. J. Chem. Rev. 2008, 108(1), 206-237.

[25]. Zhao, G.; Jiang, T.; Gao, H.; Han, B.; Juang, J.; Sun, D. Green Chem. 2004, 6, 75-77.

[26]. Raghavendra, G. M.; Ramesha, A. B.; Revanna, C. N.; Nandeesh, K. N.; Mantelingu, K.; Rangappa, K. S. Tetrahedron Lett. 2011, 52, 5571-5574.

[27]. Chandrappa, S.; Umashankara, M.; Vinaya, K.; Ananda Kumar, C. S. Rangappa, K. S. Tetrahedron Lett. 2012, 53, 2632-2635.

[28]. Raghavendra, G. M.; Harsha, K. B.; Vinaya, K.; Mantelingu, K.; Rangappa, K. S. Synth. Commun. 2011, 41, 2296-2303.

[29]. Raghavendra, G. M.; Ramesha, A. B.; Revanna, C. N.; Nandeesh, K. N.; Mantelingu, K.; Rangappa, K. S. Tetrahedron Lett. 2011, 52(43), 5571-5574.

[30]. Revanna, C. N.; Raghavendra, G. M.; JeniferVijay, T. A.; Rangappa, K. S.; Badregowd, D. G.; Mantelingu, K. Chem. Lett. 2014, 43, 178-180.

[31]. Ramesha, A. B.; Raghavendra, G. M.; Nandeesh, K. N.; Rangappa, K. S.; Mantelingu, K. Tetrahedron Lett. 2012, 54, 95-100.

[32]. Jenifer Vijay, T. A.; Nandeesh, K. N.; Raghavendra, G. M.; Rangappa, K. S.; Mantelingu, K. Tetrahedron Lett. 2013, 54, 6533-6537.

[33]. Nandeesh, K. N.; Raghavendra, G. M.; Revanna, C. N.; Jenifer Vijay, T. A.; Rangappa, K. S.; Mantelingu, K. Synth. Commun. 2014, 44, 1103-1110.

Supporting Agencies

University Grants Commission, Government of India, The project vide No. F. No. 39-710-2011 (SR/dated 12-01-2010).
Most read articles by the same author(s)

Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


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 and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( 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 ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).