Affiliation:
1. Department of Chemistry, Science and Research Branch, Islamic Azad University, P.O. Box 14515-775, Tehran,Iran
2. Department of Chemistry, East Tehran Branch, Islamic Azad University, P.O. Box 18735-138, Tehran,Iran
Abstract
Background:
One of the principal factors in the field of research in green chemistry is
to drive chemical reactions using ultrasonication as a versatile synthetic tool. Moreover,
nanostructured metal salts occupy an important position as low cost, efficient, heterogeneous, and
green catalysts in chemical reactions. Pyrimidine has also acquired significance because it is a core
structure in a variety of natural and non-natural agents, many of which display versatile biological
activities and medical applications.
Objective:
The aim of this study was to explore the role of nickel(II) chromite nanoparticles
(NiCr2O4 NPs) as a green and recyclable catalyst for the synthesis of 2,4-diamino-6-arylpyrimidine-
5-yl cyanides under ultrasonic radiation.
Methods:
A direct cyclocondensation reaction of guanidine nitrate, aromatic aldehydes, and
malononitrile was performed using NiCr2O4 NPs as an effective heterogeneous catalyst under
ultrasonic radiation at room temperature conditions to prepare 2,4-diamino-6-aryl-pyrimidine-5-yl
cyanides in high yields. The described catalyst was prepared successfully according to a simple
hydrothermal route and fully characterized by the X-Ray diffraction (XRD) technique, dispersive
energy X-Ray (EDS) analysis, scanning electron microscopy (SEM), and dynamic light scattering
(DLS).
Results:
A number of 2,4-diamino-6-aryl-pyrimidine-5-yl cyanides were effectively synthesized in
high yields (94-98%) within short reaction times (15 min). All synthesized compounds were well
characterized by IR, 1H and 13C NMR spectroscopy, and also by elemental analyses.
Conclusion:
In conclusion, a simple, efficient, and green synthesis of 2,4-diamino-6-arylpyrimidine-
5-yl cyanides was developed using NiCr2O4 NPs as a green nanocatalyst, and under
ultrasound radiation as a green tool. The mild reaction conditions, avoiding the use of toxic
solvents or reagents, high atom economy, high yields, and simple workup are the attractive
features of this new protocol.
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Computer Science Applications,Drug Discovery,General Medicine
Reference48 articles.
1. Lagoja I.M.; Pyrimidine as constituent of natural biologically active compounds. Chem Biodivers 2005,2(1),1-50
2. Wierenga W.; Antiviral and other bioactivities of pyrimidinones. Pharmacol Ther 1985,30(1),67-89
3. Jabli D.; Lahbib K.; Dridi K.; Lotfi Efrit M.; Antibacterial study novel 2-cyanomethylthieno [3,2-e][1,2,4]-triazolo[1,5-c] pyrimidine. J Pharm Chem Biol Sci 2015,3(2),178-187
4. Hossan A.S.M.; Abu-Melha H.M.A.; Al-Omar M.A.; Amr, Ael-G. Synthesis and antimicrobial activity of some new pyrimidinone and oxazinone derivatives fused with thiophene rings using 2-chloro-6-ethoxy-4-acetylpyridine as starting material. Molecules 2012,17(11),13642-13655
5. Agarwal A.; Srivastava K.; Puri S.K.; Chauhan P.M.; Synthesis of 2,4,6-trisubstituted pyrimidines as antimalarial agents. Bioorg Med Chem 2005,13(15),4645-4650
Cited by
4 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献