Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
An efficient route for the synthesis of some monoazo disperse dyes derived from nicotinic acid derivatives
Abdulaziz Alnajjar (1)
, Marzouq Alsaiedi (2) , Morsy Ahmed El-Apasery (3,*) (1) Applied Science Department, College of Technological Studies, Public Authority for Applied Education and Training, Safat, 70654, Kuwait
(2) Applied Science Department, College of Technological Studies, Public Authority for Applied Education and Training, Safat, 70654, Kuwait
(3) Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, 12622 Dokki, Giza, Egypt
(*) Corresponding Author
Received: 03 Jan 2013 | Revised: 04 Feb 2013 | Accepted: 05 Feb 2013 | Published: 31 Mar 2013 | Issue Date: March 2013
Abstract
Ethyl 2-amino-3-cyano-4-phenylnicotinates (8), could be readily synthesized via reacting ethyl propiolate with benzylidenemalononitrile in the presence of L-proline as a catalyst and subsequent rearrangement of the so formed 2-aminopyran (7), with acetic acid in the presence of ammonium acetate. A series of 2-amino and 2-hydroxyarylazonicotinates monoazo disperse dyes (12a-c), were prepared in a good yields via condensation of arylhydrazonals (11a-c), with active methylene nitriles. The compound 9 was also characterized by single crystal X-ray diffraction studies. Crystal data for compound 9, C15H18O6 (M = 294.29): hexagonal, space group P65 (no. 170), a = 11.3311(5) Å, c = 19.5375(10) Å, V = 2172.42(18) Å3, Z = 6, T = 296(2) K, μ(MoKα) = 0.879 mm-1, Dcalc = 1.350 g/mm3, 4546 reflections measured (9.02 ≤ 2Θ ≤ 132.96), 2271 unique (Rint = 0.0921) which were used in all calculations. The final R1 was 0.0686 (>2σ(I)) and wR2 was 0.1691 (all data).
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.4.1.53-57.733
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics
This Abstract was viewed 1695 times |
PDF Article downloaded 560 times
Funding information
The Public Authority for Applied Education and Training (Transform grant TS-07-11) of Kuwait.
Citations
[1]. Morsy Ahmed El-Apasery, Samar Mohamed Ashkar, Marwan Touma, Mohamed Hilmy Elnagdi
A facile synthesis of some biologically active disperse dyes derived from arylazonicotinates and their application on polyester fabrics
European Journal of Chemistry 4(3), 245, 2013
DOI: 10.5155/eurjchem.4.3.245-249.820
[2]. Morsy Ahmed El-Apasery, Fawzia Al-Qalaf, Khaledah Almohammad, Huda Mahmoud
Synthesis of some biologically active monoazo disperse dyes derived from nicotinic acid derivatives under microwave irradiation for dyeing polyester fabrics
European Journal of Chemistry 4(3), 211, 2013
DOI: 10.5155/eurjchem.4.3.211-215.783
[3]. Mohamed R. Eletmany, Marzough Aziz Albalawi, Reem A.K. Alharbi, Rokaia B. Elamary, Abd El-Fattah A. Harb, Moghraby A. Selim, Asmaa Sayed Abdelgeliel, Entesar A. Hassan, Islam M. Abdellah
Novel arylazo nicotinate derivatives as effective antibacterial agents: Green synthesis, molecular modeling, and structure-activity relationship studies
Journal of Saudi Chemical Society 27(3), 101647, 2023
DOI: 10.1016/j.jscs.2023.101647
[4]. Saleh Mohammed Al-Mousawi, Morsy Ahmed El-Apasery, Mohamed Hilmy Elnagdi
Arylazoazines and arylazoazoles as interesting disperse dyes: Recent developments with emphasis on our contribution laboratory outcomes
European Journal of Chemistry 5(1), 192, 2014
DOI: 10.5155/eurjchem.5.1.192-200.883
References
[1]. Sayed, A. Z.; Aboul-Fetouh, M. S.; Nassar, H. S. J. Mol. Struct. 2012, 1010, 146-151.
http://dx.doi.org/10.1016/j.molstruc.2011.11.046
[2]. Gharanjig, K.; Sadeghi-Kiakhani, M.; Arami, M.; Mahmoodi, N. M.; Khosravi, A. Color. Technol. 2010, 126(1), 37-41.
http://dx.doi.org/10.1111/j.1478-4408.2010.00225.x
[3]. Suesat, J.; Mungmeechai, T.; Suwanruji, P.; Parasuk, W.; Taylor, J. A.; Phillips, D. A. S. Color. Technol. 2011, 127(4), 217-222.
http://dx.doi.org/10.1111/j.1478-4408.2011.00301.x
[4]. El-Apasery, M. A.; Al-Mousawi, S. M.; Mahmoud, H.; Elnagdi, M. H. Eur. J. Chem. 2011, 2(2), 168-172.
http://dx.doi.org/10.5155/eurjchem.2.2.168-172.228
[5]. Khalil, K.; Al-Matar, H.; Elnagdi, M. H. Eur. J. Chem. 2010, 1(4), 252-258.
http://dx.doi.org/10.5155/eurjchem.1.4.252-258.211
[6]. Behbehani, H.; Abdel-Khalik, M. M.; Elnagdi, M. H. Org. Prep. Proced. Int. 1999, 31(5), 551-557.
http://dx.doi.org/10.1080/00304949909355339
[7]. Al-Mousawi, S. M.; El-Apasery, M. A.; Mahmoud, H. M. Molecules 2012, 17, 11495-11506.
http://dx.doi.org/10.3390/molecules171011495
PMid:23018924
[8]. Al-Mousawi, S. M.; El-Apasery, M. A. Molecules 2012, 17, 6547-6556.
http://dx.doi.org/10.3390/molecules17066547
PMid:22728352
[9]. Al-Mousawi, S. M.; El-Apasery, M. A.; Mahmoud, H.; Elnagdi, M. H. Int. Res. J. Pure Appl. Chem. 2012, 2, 77-90.
[10]. Kim, K. R.; Rhee, S. D.; Kim, H. Y.; Jung, W. H.; Yang, S. D.; Kim, S. S.; Ahn, J. H.; Cheon, H. Eur. J. Pharm. 2005, 518(1), 63-70.
http://dx.doi.org/10.1016/j.ejphar.2005.05.030
[11]. Zaky, O. S.; Moustafa, M. S.; Selim, M. A.; El-Maghraby, A. M.; Elnagdi, M. H. Molecules 2012, 17(5), 5924-34.
http://dx.doi.org/10.3390/molecules17055924
PMid:22609783
[12]. Mohanta, G. P.; Manna, P. K.; Manavalan, R. Ind. J. Pharm. Sci. 2002, 64(5), 489-491.
[13]. El-Apasery, M. A.; Al-Mousawi, S. M.; Mahmoud, H.; Elnagdi, M. H. Int. Res. J. Pure Appl. Chem. 2011, 1, 69-93.
[14]. Bazhin, D. N.; Kudyakova, Y. S.; Burgart, Y. V.; Saloutin, V. I. Tetrahedron Lett. 2012, 53(15), 1961-1963.
http://dx.doi.org/10.1016/j.tetlet.2012.02.015
[15]. Elnagdi, N. M. H.; Al-Hokbany, N. S. Molecules 2012, 17, 4300-4312.
http://dx.doi.org/10.3390/molecules17044300
PMid:22491679
Supporting information
The Supplementary Material for this article can be found online at: Supplementary files
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.4.1.53-57.733
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2013, 4(1), 53-57 | doi: https://doi.org/10.5155/eurjchem.4.1.53-57.733 | 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.