107199-97-3Relevant academic research and scientific papers
Synthesis of 2,4-diamino-6-aryl-5-pyrimidinecarbonitrile promoted by amino-functionalized CoFe2O4@SiO2 nanoparticles under conventional heating, microwave and ultrasound irradiations
Barkhordarion-Mohammadi, Samaneh,Safaei-Ghomi, Javad
, p. 17 - 21 (2018)
Amino-functionalized CoFe2O4@SiO2 nanoparticles have been used as an efficient catalyst for the preparation of 2,4-diamino-6-arylpyrimidine-5-carbonitrile derivatives by the one-pot reaction of aromatic aldehydes, malononitrile, and guanidine hydrochloride under conventional heating, microwave, and ultrasound irradiations. This method provides several advantages including mild reaction conditions, the reusability of the catalyst and low catalyst loading, and the use of microwave and ultrasonic irradiation as a valuable and powerful tool.
Nickel(Ii) chromite nanoparticles: An eco-friendly and reusable catalyst for synthesis of 2,4-diamino-6-aryl-pyrimidine-5-yl cyanides under ultrasonic radiation
Saeedi, Bahareh,Abdolmohammadi, Shahrzad,Mirjafary, Zohreh,Kia-Kojoori, Reza
, p. 455 - 464 (2021/03/15)
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 and13C 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.
A highly efficient synthesis of 2,4-diamino-6-arylpyrimidine-5-carbonitrile derivatives using NiCo2O4@Ni(BDC) metal-organic frameworks as a novel and bifunctional catalyst
Ghasemzadeh, Mohammad Ali,Azimi-Nasrabad, Mina,Farhadi, Simin,Mirhosseini-Eshkevari, Boshra
, (2019/09/30)
The NiCo2O4@Ni(BDC) metal-organic frameworks as a suitable and green catalyst have been developed for the one-pot synthesis of 2,4-diamino-6-arylpyrimidine-5-carbonitrile derivatives. The multi-component reactions of aldehydes, malon
Microwave-assisted one-pot synthesis of functionalized pyrimidines using ionic liquid
Raghuvanshi, Dushyant Singh,Singh, Krishna Nand
experimental part, p. 582 - 585 (2011/07/31)
An efficient one-pot multicomponent synthesis of 2,4-diamino-5- pyrimidinecarbonitrile derivatives has been achieved in excellent yields by the condensation of aromatic aldehydes, malononitrile, and guanidine using ionic liquid under controlled microwave irradiation (100 W) at 60°C. This green approach offers a number of advantages in terms of methodology, high-product yield, short reaction time, mild reaction conditions, and easy workup.
Efficient and facile synthesis of 2,4-diamino-6-arylpyrimidine-5- carbonitrile under solvent-free conditions
Rong, Liangce,Han, Hongxia,Gao, Lijiu,Dai, Yisi,Cao, Minxia,Tu, Shujiang
experimental part, p. 504 - 509 (2010/04/04)
An efficient and convenient method for the preparation of 2,4-diamino-6-arylpyrimidine-5-carbonitrile derivatives by the one-pot reaction of aromatic aldehydes, malononitrile, and guanidine carbonate, in the presence of sodium hydroxide under solvent-free
A novel and environmental friendly, one-step synthesis of 2,6-Diamino-4-phenyl pyrimidine-5-carbonitrile using potassium carbonate in water
Deshmukh,Anbhule,Jadhav,Jagtap,Patil,Salunkhe,Sankpal
, p. 792 - 795 (2008/12/20)
A green, simple and environmentally friendly approach has been carried out towards one-step synthesis of 2,6-diamino-4-phenyl pyrimidine-5-carbonitrile by three-component condensation of aromatic aldehydes, malononitrile and guanidine hydrochloride in aqu
Polarized Ethylenes. IV. Synthesis of Polarized Ethylenes Using Thioamides and Methyl Dithiocarboxylates and their Application to Syntheses of Pyrazoles, Pyrimidines, Pyrazolopyrimidines, and 5-Azacyclazines
Tominaga, Yoshinori,Matsuoka, Yoshiki,Oniyama, Yukio,Uchimura, Yoshimitsu,Komiya, Hirofumi,et al.
, p. 647 - 660 (2007/10/02)
Polarized ethylenes having both electron-donating (an amino or a methylthio group) and electron-accepting (cyano, carbamoyl, methyl ester) groups on the adjacent two olefinic carbon atoms were prepared by the condensation of S-alkylthioamidinium salts or
A NOVEL PREPARATION OF POLARIZED ETHYLENES BY THE REACTION OF THIOAMIDES OR DITHIOCARBOXYLATES WITH TETRACYANOETHYLENE OXIDE. SYNTHESIS OF PYRAZOLES AND PYRIMIDINES
Tominaga, Yoshinori,Matsuoka, Yoshiki,Kohra, Shinya,Hosomi, Akira
, p. 613 - 616 (2007/10/02)
Polarized ethylenes having both electron-donating (an amino or a methylthio group) and electron-accepting (two cyano groups) groups on the adjacent two olefinic carbon atoms were prepared by the reaction of thioamides or methyl dithiocarboxylates with tetracyanoethylene oxide in good yields.Reactions of these polarized ethylenes with hydrazine or guanidine carbonate gave the corresponding pyrazole and pyrimidine derivatives in good yields.
Reactivity of Heterocyclic Compounds. VI. 2,6-Diaminopyrimidine-5-carbonitriles and 3,5-Dicyanopyridones from 2-Amino-4H-pyran-3,5-dicarbonitriles
Seoane, C.,Soto, J. L.,Quinteiro, M.
, p. 35 - 41 (2007/10/02)
The reaction of different 2-amino-4H-pyrans (1, 10) with guanidine affords 2,6-diaminopyrimidine derivatives (3).Treatment of the pyrans mentioned or their acetylated derivatives with trityl tetrafluoroborate does not yield pyrylium salts, and pyrid-2-one
