16596-00-2Relevant articles and documents
Preparation of Fe3O4@C-dots as a recyclable magnetic nanocatalyst using Elaeagnus angustifolia and its application for the green synthesis of formamidines
Ghereghlou, Mahnaz,Esmaeili, Abbas Ali,Darroudi, Majid
, (2021/09/15)
This work describes a novel and simple procedure for successfully synthesizing formamidines by using Fe3O4@C-dots in the role of an effective and reusable catalyst throughout a solvent-free set-up. The formamidine derivatives were easily prepared through aromatic amines with triethyl orthoformate in the company of Fe3O4@C-dots. According to the experimental outcomes, the obtained formamidines in the presence of Fe3O4@C-dots exhibited good to high yield values. In the following, we distinguished the prepared catalyst by applying field emission scanning electron microscope (FESEM), transmission electron microscopy (TEM), energy-dispersive X-ray (EDX), X-ray diffraction (XRD), Fourier transform infrared (FTIR), and vibrating sample magnetometer (VSM) techniques. Furthermore, the evaluation of catalytic activity was done in the course of synthesizing formamidine derivatives. Among the advantages of this method, one can highlight the facts of solvent-free conditions, the simplicity of operation, high yields, nonacidic catalyst, and the reusability of nanocatalyst for at least five cycles.
Nanoporous TiO2 containing an ionic liquid bridge as an efficient and reusable catalyst for the synthesis of: N, N ′-diarylformamidines, benzoxazoles, benzothiazoles and benzimidazoles
Mazloumi,Shirini,Goli-Jolodar,Seddighi
, p. 5742 - 5752 (2018/04/23)
In this work, a green and efficient procedure is reported for the preparation of N,N'-diarylformamidines, benzoxazoles, benzothiazoles, and benzimidazoles using nanoporous TiO2 containing an ionic liquid bridge. This reagent is prepared via the modification of nanoporous TiO2 with bis-3-(trimethoxysilylpropyl)-ammonium hydrogen sulfate (TiO2-[bip]-NH2+ HSO4-). The procedure gave the products in excellent yields in very short reaction times under solvent-free conditions. The reusability of the catalyst is the other important feature of the reported method.
An efficient method for the synthesis of formamidine and formamide derivatives promoted by sulfonated rice husk ash (RHA-SO3H)
Seddighi, Mohadeseh,Shirini, Farhad,Mamaghani, Manouchehr
, p. 433 - 439 (2015/02/05)
A mild, simple and efficient method has been developed for the promotion of the preparation of N,N′-diphenylformamidines from various aromatic amines and ethyl orthoformate using sulfonated rice husk ash (RHA-SO3H) solid acid catalyst. This reagent has also been used for the N-formylation of a variety of amines using formic acid under solvent-free conditions. The procedures gave the products in very short reaction times and good-to-high yields. Also this catalyst can be reused for five times without loss of its catalytic activity.
Pushing back the limits of hydrosilylation: Unprecedented catalytic reduction of organic ureas to formamidines
Pouessel, Jacky,Jacquet, Olivier,Cantat, Thibault
, p. 3552 - 3556 (2014/01/06)
Pushing back the limits: A novel catalytic transformation has been designed to prepare formamidine derivatives by reduction of substituted ureas with hydrosilanes. Simple iron catalysts based on commercially available iron salts and phosphine ligands prov
Biomimetic approach for the synthesis of N,N′-diarylsubstituted formamidines catalyzed by β-cyclodextrin in water
Patil, Dipak R.,Dalal, Dipak S.
, p. 1125 - 1128 (2012/11/13)
An environmentally benign and highly efficient biomimetic approach for the synthesis of N,N′-diarylsubstituted formamidines in water catalyzed β-cyclodextrin is described under neutral condition with quantitative yields of products. β-Cyclodextrin has bee
Deep eutectic solvent promoted highly efficient synthesis of N, N'-diarylamidines and formamides
Azizi, Najmadin,Gholibeglo, Elham,Babapour, Mahbobe,Ghafuri, Hossein,Bolourtchian, Seyed Mohammad
, p. 768 - 773 (2012/10/30)
A deep eutectic solvent was used as a dual catalyst and reaction medium for the efficient N-formylation of aromatic amines without hazardous organic solvent and catalyst. Treatment of aromatic amines with trimethyl orthoformate and formic acid in deep eutectic solvent at 70 °C gives the corresponding N-formyl derivatives in good to excellent yields. This simple ammonium deep eutectic solvent, easily synthesized from choline chloride and SnCl2, with 100% atom economy and making it applicable to industry and laboratory. Furthermore, heating the trimethyl orthoformate and aromatic primary amines in the deep eutectic solvent results in formation of the corresponding N,N'-diarylamidines in high yields.
Large-scale synthesis of a pyrrolo[2,3-d]pyrimidine via Dakin-West reaction and Dimroth rearrangement
Fischer, Reto W.,Misun, Marian
, p. 581 - 586 (2013/09/07)
Pyrrolo[2,3-d]pyrimidines have been widely investigated as pharmaceutically active compounds. In this article, we present a short and efficient synthesis of 4-(3-chlorophenylamino)-5,6-dimethyl-7H-pyrrolo[2,3-d]pyrimidine starting from cheap alanine and malononitrile. To the best of our knowledge, the first application of a Dakin-West reaction on plant scale is demonstrated by elaboration of a modified procedure avoiding uncontrolled release of carbon dioxide. Pyrimidine ring formation is achieved in a simple one-pot reaction which is followed by an equally simple isomerization. The whole synthesis requires neither chromatographies nor extractions, no waste treatment and no special equipment, resulting in a remarkably ecological as well as economical process.
Raney Nickel Desulphuration of 1-Substituted- and 1,3-Disubstituted-thioureas
Ali, M. Umar,Meshram, H. M.,Paranjpe, M. G.
, p. 666 - 669 (2007/10/02)
Certain 1-aryl-1,3-diaryl- and 1-aryl-3-tetra-O-acetyl-β-D-glucopyranosyl thioureas have been successfully desulphurated into the related mono- and 1,3-di-substituted formamidines with the help of Raney nickel catalyst.A few of them have been converted into the corresponding formamides also.Structure of the products have been established through usual chemical transformations, ir, nmr and mass spectral analysis.
Raney Nickel Desulphuration of Some 1-Arylthioureas
Ali, M. Umar,Paranjpe, M. G.
, p. 573 - 574 (2007/10/02)
1-Arylthioureas (I) undergo desulphuration in boiling ethanol in the presence of Raney nickel (W-2) to give the corresponding arylformamides (IV) and arylamines (III).A probable mechanism for the formation of these products has been suggested.
