Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
One-pot three-component synthesis of some new azo-pyrazoline derivatives
Farouq Emam Hawaiz (1,*)
, Awaz Jamil Hussein (2) , Mohammed Kareem Samad (3) (1) Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq
(2) Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq
(3) Department of Chemistry, College of Education, University of Salahaddin-Hawler, Erbil 44001, Kurdistan Region, Iraq
(*) Corresponding Author
Received: 30 Nov 2013 | Revised: 05 Jan 2014 | Accepted: 06 Jan 2014 | Published: 30 Jun 2014 | Issue Date: June 2014
Abstract
The starting material azo-benzyloxy acetophenone (2) has been synthesized in three steps; the direct diazotization of p-aminoacetophenone and its coupling reaction with m-cresol gave azo-acetophenone (1), which was benzylated with p-chlorobenzylchloride to give the starting material (2). The later compound was subjected to the one-pot three-component condensation reaction with substituted benzaldehydes and phenylhydrazine in the presence of sodium hydroxide to afford the target molecule azo-pyrazoline derivatives (3a-e) in high yields and short reaction times. The structures of the synthesized compounds were elucidated by using FT-IR, 1H NMR, 13C NMR and 13C DEPT 135 spectra.
Announcements
One of our sponsors will cover the article processing fee for all submissions made between May 17, 2023 and May 31, 2023 (Voucher code: SPONSOR2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF
DOI: 10.5155/eurjchem.5.2.233-236.979
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics
This Abstract was viewed 1943 times |
PDF Article downloaded 826 times
Funding information
Chemistry Department, College of Education, Salahaddin University, Hawler, Erbil, Iraq
Citations
[1]. Katharigatta N. Venugopala, Mohammed Habeebuddin, Bandar E. Aldhubiab, Afzal Haq Asif
Design, Synthesis, and In Vitro Evaluation of Novel Indolyl DiHydropyrazole Derivatives as Potential Anticancer Agents
Molecules 26(17), 5235, 2021
DOI: 10.3390/molecules26175235
[2]. Adel Zamri, Hilwan Y. Teruna, Sri Wulansari, Noval Herfindo, Neni Frimayanti, Ihsan Ikhtiarudin
3-(3,4-Dimethoxyphenyl)-5-(2-fluorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazole
Molbank 2019(4), M1088, 2019
DOI: 10.3390/M1088
[3]. Saba Farooq, Zainab Ngaini
One-Pot and Two-Pot Synthesis of Chalcone Based Mono and Bis-Pyrazolines
Tetrahedron Letters 61(4), 151416, 2020
DOI: 10.1016/j.tetlet.2019.151416
[4]. Jasril Jasril, Neni Frimayanti, Yuana Nurulita, Adel Zamri, Ihsan Ikhtiarudin, Guntur Guntur
5-(4-Fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-1H-pyrazole
Molbank 2021(1), M1197, 2021
DOI: 10.3390/M1197
[5]. Mohammed Kareem Samad, Farouq Emam Hawaiz
Synthesis, characterization, antioxidant power and acute toxicity of some new azo-benzamide and azo-imidazolone derivatives with in vivo and in vitro antimicrobial evaluation
Bioorganic Chemistry 85, 431, 2019
DOI: 10.1016/j.bioorg.2019.01.014
References
[1]. Hassan, V.; Ashraf, F. Molecules 2010, 15, 2972-2979.
http://dx.doi.org/10.3390/molecules15129008
[2]. Valentina, M.; Matthew, M. H.; Long, M.; Christine, M. C.; Andreas, P. T.; Dean, M. W. Synthesis 2002, 12, 1669-1674.
[3]. Santhosh, P.; Rajeswar, R. V. Org. Commun. 2012, 5(3), 143-149.
[4]. Mohammad, A.; Nasim, S.; Motahareh, H. Arkivoc 2012, 9, 13-20.
[5]. Hamad, M.; Khaled, D. K.; Aisha, Y. A.; Mohamed, H. E. Molecules 2010, 15, 6619-6629.
http://dx.doi.org/10.3390/molecules15096619
[6]. Javad, A.; Masoud, S.; Farhad, H.; Reza, M. Arkivoc 2006, 11, 47-58.
[7]. Mohammed, R. A.; Mohammed, H. R. K.; Vedula, G. S.; Nasreen, B.; Syed, A.; Yejella, R. P. Eur. J. Chem. 2012, 3(2), 186‐190.
http://dx.doi.org/10.5155/eurjchem.3.2.186-190.554
[8]. Bharat, K.; Vishal, P.; Sushma, R.; Ravi, K.; Tiwari, I. C. Int. J. Chem. Res. 2010, 2(1), 25-27.
[9]. Alam, M. M.; Marella, A.; Akhtar, M.; Husain, A.; Yar, M.; Shaquiquzzaman, M.; Tanwar, O. P.; Saha, R.; Khanna, S.; Shafi, S. Acta Pol. Pharm. 2013, 70(3), 435-441.
[10]. Lei-Lei, W.; Yi-Cen, G.; Ting, H.; Lei, Z.; Xing-Li, F.; Hai-Yan, F.; Hua, C.; Rui-Xiang, L. Synthesis 2012, 1577-1583.
[11]. Li, R.; Kenyon, G. L.; Cohen, F. E. J. Med. Chem. 1995, 38, 5031-5036.
http://dx.doi.org/10.1021/jm00026a010
[12]. Prasad, Y. R.; Kumar, P. P.; Kumar, P. R.; Rao, A. S. E-J. Chem. 2008, 5(1), 144-148.
[13]. Kouskoura, M.; Hadjipavlou, L. D.; Giakoumakou M. Med. Chem. 2008, 4, 586-596.
http://dx.doi.org/10.2174/157340608786242070
[14]. Sahu, S. K.; Banerjee, M.; Samantray, A.; Behera, A.; Azam, M. A. Trop. J. Pharm. Res. 2008, 7(2), 961-968.
http://dx.doi.org/10.4314/tjpr.v7i2.14664
[15]. Anees, A.; Siddiqui, M. D.; Azizur, R.; Shaharyar, M.; Ravinesh M. Chem. Sci. J. 2010, 8, 1-10.
[16]. Suthakaran, R.; Somasekhar, G.; Sredivi, C. H.; Marikannan, K. S.; Nagarajan, G. Asian J. Chem. 2007, 19(5), 3353-3362.
[17]. Ahmet, O.; Gulhan, T.; Zafer A. K. Turk. J. Chem. 2008, 32, 529-538.
[18]. Chovatla, Y. S.; Gandhi, S. P.; Gorde, P. L.; Bagade, S. B. Orient. J. Chem. 2010, 26(1), 275-278.
[19]. Ngaini, Z.; Haris, S. M.; Hussain, H.; Kamaruddin, K. World J. Chem. 2009, 4(1), 9-14.
[20]. Uhood, J.; Tarik, E. G.; Howraa, H. R. Molecules 2010, 15, 5620-5628
http://dx.doi.org/10.3390/molecules15085620
[21]. Veena, V. K.; Vijaya, K. D.; Venkata, R. C. Der Pharma Chem. 2012, 4(5), 2003-2008.
[22]. Farouq, E. H.; Mohammad, K. S. E-J. Chem. 2012, 9(3), 1613-1622.
[23]. Field, L. D.; Stern, S.; Kalman, J. R. Organic Structures from Spectra, 3rd ed.; Wiley & Sons: New York, 2005.
[24]. Assia, S.; Nouara Z.; Ouafa, D.; Mahieddine, M.; Kaddou, L. Eur. J. Chem. 2013, 4(3), 268‐271.
http://dx.doi.org/10.5155/eurjchem.4.3.268-271.824
[25]. Mamta, R.; Mohamad Y. Eur. J. Chem. 2012, 3(1), 21‐25.
http://dx.doi.org/10.5155/eurjchem.3.1.21-25.472
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.5.2.233-236.979
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2014, 5(2), 233-236 | doi: https://doi.org/10.5155/eurjchem.5.2.233-236.979 | Get rights and content
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.