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

Downstream Products

• 84289-22-5 2,3-diphenyl-1-p-tolyl-pyrrole 
• 107396-72-5 N-(Cyano-phenyl-methyl)-2-prop-2-ynyloxy-N-p-tolyl-benzamide 
• 31429-28-4 phenyl-p-tolylimino-acetonitrile 
• 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 
• 107396-74-7 1-p-tolyl 2-phenyl 2H-chromeno<4,3-b>pyrrole 
• 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 
• 3815-77-8 4-phenyl-3-p-tolylsydnone 
• 4686-09-3 α-4-Toluidino-α-N-diphenyl-nitron 
• 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

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

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.

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

Synthesis and characterization of an acidic nanostructure based on magnetic polyvinyl alcohol as an efficient heterogeneous nanocatalyst for the synthesis of α-aminonitriles

The present study described design, preparation and characterization of a new magnetic nanocomposite based on polyvinyl alcohol (PVA) as a non-toxic, water-soluble, high mechanical stable and low-cost polymer. Fourier transform infrared (FT-IR) spectroscopy, field-emission scanning electron microscopy (FE-SEM) image, transmission electron microscope (TEM) image, X-ray diffraction (XRD) pattern, energy-dispersive X-ray (EDX) analysis and thermogravimetric (TG) analysis were used to describe the morphological, chemical and physical properties of the prepared nanocatalyst. All these results confirmed the successful synthesis of Fe3O4@PVA-SO3H. This heterogeneous nanocatalyst was then successfully used for the synthesis of α-aminonitrile derivatives by starting from an aldehyde, an aniline and trimethylsilyl cyanide (TMSCN). High efficiency, green chemistry properties, simple and easy separation are the specific properties of this nanocomposite. Fe3O4@PVA-SO3H can be derived out by an external magnet and reused ten times without any changes in its structure.

Efficient synthesis of α-aminonitriles over homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO3H), as a reusable acid catalyst

Abstract: Good to excellent yields of α-aminonitriles are achieved through three-component Strecker reaction of aldehydes or ketones with amines and trimethylsilyl cyanides over homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO3H). The advantages of this protocol include: simplicity, short reaction time, high yields, ease of product isolation and reusability of the catalyst. Graphical abstract: MSNs-HPZ-SO3H is prepared as an acid catalyst and successfully used for three-component Strecker reaction of aldehydes or ketones with amines and trimethylsilyl cyanides (TMSCN) under solvent-free conditions, a straightforward strategy for the synthesis of α-aminonitriles.[Figure not available: see fulltext.].

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.