15190-06-4

Usage

Uses

Used in Organic Synthesis:
(2R)-[(4-methylphenyl)amino](phenyl)ethanenitrile is used as a building block in organic synthesis for the production of various drugs and biologically active molecules. Its unique structure allows for the creation of diverse chemical structures, making it a valuable component in the synthesis of complex organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (2R)-[(4-methylphenyl)amino](phenyl)ethanenitrile is used as a key intermediate in the development of new drugs and biologically active molecules. Its chiral nature enables researchers to explore the effects of different stereoisomers on biological activity, potentially leading to the discovery of more effective and selective medications.

Upstream product

• 540-23-8 p-toluidine hydrochloride 
• 151-50-8 potassium cyanide 
• 100-52-7 benzaldehyde 
• 106-49-0 p-toluidine 
• 7677-24-9 trimethylsilyl cyanide 
• 108-88-3 toluene 
• 2272-45-9 benzal-p-toluidine 
• 5405-15-2 N-benzyl-N-(4-methylphenyl)amine 
• 773837-37-9 sodium cyanide 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 2179-92-2 tri-n-butyltin cyanide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 532-28-5 (RS)-mandelonitrile 

Downstream Products

• 4686-09-3 α-4-Toluidino-α-N-diphenyl-nitron 
• 3815-77-8 4-phenyl-3-p-tolylsydnone 
• 1381801-87-1 4-amino-3,5-diphenyl-1-p-tolyl-1H-pyrrol-2(5H)-one 
• 1381803-37-7 C₂₃H₂₀N₂O 
• 1256842-38-2 ethyl 3-cyano-3-(4-methylphenylamino)-3-phenylpropanoate 
• 84289-22-5 2,3-diphenyl-1-p-tolyl-pyrrole 
• 107396-74-7 1-p-tolyl 2-phenyl 2H-chromeno<4,3-b>pyrrole 
• 75619-99-7 2,5-diphenyl-1-p-toluidino-imidazolidin-4-one 
• 75619-96-4 2,5-diphenyl-1-p-tolyl-1,5-dihydro-imidazol-4-one 
• 31429-28-4 phenyl-p-tolylimino-acetonitrile 
• 107396-72-5 N-(Cyano-phenyl-methyl)-2-prop-2-ynyloxy-N-p-tolyl-benzamide 
• 97340-60-8 (N-Nitroso-N-<4-methyl-phenyl>-amino)-phenylacetonitril 
• 60561-64-0 2-(4-methylphenylamino)-2-phenylacetamide 

Relevant academic research and scientific papers

A unique combination of KI/ZnFe2O4 as a catalyst for oxidative Strecker reaction

α-Aminonitriles as key intermediates for the preparation of α-amino acid derivatives, amides, diamines, peptides, proteins and heterocycles were synthesized through methylarene oxidation in the Strecker reaction using a unique combination of KI/ZnFe2O4 as the best catalyst and aqueous tert-butyl hydroperoxide as oxidant. A wide range of amines and methylarenes were converted to the corresponding products. Operational simplicity, short reaction time and recyclability of the catalyst are advantages of this protocol.

Gallic acid-functionalized magnetic nanoparticles: a convenient and green approach for synthesis of α-aminonitriles under solvent-free conditions

Abstract: Gallic acid-coated magnetic nanoparticles were efficiently prepared, characterized by Fourier transform infrared spectroscopy, X-ray diffraction, vibrating sample magnetometry, scanning electron microscopy, and transmission electron microscopy, and employed as an environmentally friendly and recyclable catalyst for one-pot synthesis of three-component reaction via Strecker reaction, incorporating aldehydes/ketones, amines, and trimethylsilyl cyanides under solvent-free conditions. Operational simplicity, product purity, natural resources and reusability of the catalyst are considered as evident features of this protocol which will hopefully develop into an inexpensive, efficient, and clean strategy for the synthesis of α-aminonitriles. Graphical abstract: [Figure not available: see fulltext.].

A Metal-Organic Framework to CuO Nanospheres of Uniform Morphology for the Synthesis of α-Aminonitriles under Solvent-Free Condition along with Crystal Structure of the Framework

Herein, we have reported the synthesis, crystal structure, thermogravimetric property, and photoluminescence activity of a new Cu-based metal organic framework (MOF): {[Cu2(2,5-pdc)2(ald-4)(H2O)2]·3H2

Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis

A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.

Targeted development of hydrophilic porous polysulfonamide gels with catalytic activity

We report the use of a template and functional monomers in the synthesis of three novel polysulfonamide gels with new architectures and functional groups. These mesoporous polysulfonamide gels were prepared by the condensation polymerization of benzene-1,3-disulfonyl chloride (as the main precursor), linear monomers, and cross-linkers (as variable precursors) in the presence of a silica template by a combination of sol-gel chemistry and the nanocasting technique. In this synthesis pathway, in situ polymerization onto the template surface led to the construction of a silica/polymer nanocomposite. Next, after removal of the template, the nanocomposite gels were transformed into mesoporous polysulfonamide nanospheres. After the physicochemical identification of the synthesized materials, functionalized polysulfonamides were used as reusable novel catalysts with high efficiency for the Strecker reaction under mild conditions. These polymers have Br?nsted/Lewis acid active sites, a mesoporous structure, and hydrogen bonding. Moreover, since these polymers are hydrogels that can absorb water, they can promote the Strecker reaction through chemical absorption of the generated water as a driving force. Overall, this article describes a novel synthesis procedure and application of porous polysulfonamide gels.

Cyano-borrowing: Titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples

The direct amination of cyanohydrins with amines via a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium

Strecker reactions with hexacyanoferrates as non-toxic cyanide sources

The Strecker reaction is the most widely applied three-component reaction. Although highly useful for the preparation of α-amino nitriles, α-amino acids, hydantoins and numerous related compounds, the need for the application of toxic sources of HCN limits its application in both academic and industrial settings. Here, we present a facile protocol for Strecker reactions using a mixture of potassium ferri- and ferrocyanides as a non-toxic substitute.

A N - aryl methylaniline of α - carbonitriding method

A N - aryl methylaniline of α - carbonitriding method. This law to various N - aryl aniline derivatives as raw materials, trimethylsilyl cyanide as the cyanide reagent, 2, 3 - dichloro - 5, 6 - dicyano - 1, 4 - benzoquinone as oxidizing agent in a solvent reaction after concentration, purification of a simple process to get the finished product. The purpose is for the existing N - aryl aniline oxidation carbonitriding method of deficiencies, provide a new synthesis method. The method adopts the low price, low toxicity, and easily obtained 2, 3 - dichloro - 5, 6 - dicyano - 1, 4 - benzoquinone as the oxidizing agent, the non-metal ion catalysis, high-efficiently the various N - aryl methylaniline with three oxidation of trimethylsilyl cyanide. The method of the invention the process is simple, preparing the reaction production safety, easy operation, reaction time is short, favorable to the industrialized.

Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid

Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.

Gallic acid grafted to amine-functionalized magnetic nanoparticles as a proficient catalyst for environmentally friendly synthesis of α-aminonitriles

An effective approach of one-pot catalytic Strecker reaction between aromatic aldehydes, aniline or toluidine and trimethylsilyl cyanide in the presence of amine-functionalized Fe3O4@SiO2 nanoparticles grafted with gallic