1749-19-5

Usage

Uses

Used in Pharmaceutical Production:
N,1-diphenylethanimine is utilized as a building block in the synthesis of various pharmaceuticals. Its ability to undergo chemical reactions such as alkylation and reduction allows for the production of a diverse array of pharmaceutical compounds with different therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, N,1-diphenylethanimine serves as a key intermediate for the creation of a multitude of organic compounds. Its reactivity and structural properties make it a valuable component in the development of new chemical entities.
Used in Dye Synthesis:
N,1-diphenylethanimine is employed as a precursor in the synthesis of dyes. Its chemical structure contributes to the color and properties of the resulting dyes, which can be used in various industries such as textiles, printing, and cosmetics.
Used in Optical Brighteners Production:
N,1-diphenylethanimine is also used in the production of optical brighteners, which are additives that enhance the appearance of materials by reflecting light more effectively. N,1-diphenylethanimine plays a crucial role in the synthesis of these brighteners, contributing to their optical properties.
Used in Antimicrobial Applications:
N,1-diphenylethanimine has been studied for its potential antibacterial and antiviral activities. It is used as a research compound to explore its therapeutic properties and develop new antimicrobial agents to combat resistant strains of bacteria and viruses.

InChI:InChI=1/C14H13N/c1-12(13-8-4-2-5-9-13)15-14-10-6-3-7-11-14/h2-11H,1H3/b15-12+

Upstream product

• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 495-45-4 dypnone 
• 62-53-3 aniline 
• 4316-37-4 1,1,-diethoxy-1-phenylethane 
• 98-86-2 acetophenone 
• 1865-45-8 sodium anilide 
• 22293-23-8 (1-azidoethane-1,1-diyl)dibenzene 
• 779-54-4 phenyl(1-phenylethyl)amine 
• 58169-03-2 2-phenyl-2-(phenylamino)propanenitrile 
• 538-51-2 benzylidene phenylamine 
• 2181-44-4 trimethylsulfonium methylsulfate 
• 108-91-8 cyclohexylamine 

Downstream Products

• 2492-30-0 acetophenone semicarbazone 
• 40088-97-9 (1,3-diphenyl-but-3-enylidene)-phenyl-amine 
• 40088-97-9 1,3-diphenyl-buten-(2c)-one-⁽¹⁾-phenylimine 
• 612-71-5 1,3,5-triphenylbenzene 
• 7788-51-4 N-(1,1-diphenyl-ethyl)-aniline 
• 62-53-3 aniline 
• 948-65-2 2-phenyl-indole 
• 3328-86-7 2,4-diphenylthiophene 
• 51678-24-1 2,4-diphenylselenophene 
• 1721-92-2 2-methyl-4-phenylquinoline 
• 779-54-4 phenyl(1-phenylethyl)amine 
• 121778-70-9 2-(N-carboxy-anilino)-2-phenyl-propionic acid 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 14647-51-9 Acetophenone anil methiodide 

Relevant academic research and scientific papers

Synthesis and Structure of a Bis(indolyl)-Coordinated Titanium Diamido Complex, and Its Catalytic Applications in the Intermolecular Hydroamination of Alkynes

Titanium bis(diethylamido) complex 1, which contains a carbon-bridged bis(indolyl) ligand, was obtained in 69% yield from the reaction of Ti(NEt2)4 with the corresponding bis(indole) ligand. Its molecular structure in the crystal was unequivocally determi

MAu2GeS4-Chalcogel (M = Co, Ni): Heterogeneous Intra- and Intermolecular Hydroamination Catalysts

High surface area macroporous chalcogenide aerogels (chalcogels) MAu2GeS4 (M = Co, Ni) were prepared from K2Au2GeS4 precursor and Co(OAc)2 or NiCl2 by one-pot sol-gel metathesis reactions in aqueous media. The MAu2GeS4-chalcogels were screened for catalytic intramolecular hydroamination of 4-pentyn-1-amine substrate at different temperatures. 87% and 58% conversion was achieved at 100 °C, using CoAu2GeS4- and NiAu2GeS4-chalcogels respectively, and the reaction kinetics follows the first order. It was established that the catalytic performance of the aerogels is associated with the M2+ centers present in the structure. Intermolecular hydroamination of aniline with 1-R-4-ethynylbenzene (R = -H, -OCH3, -Br, -F) was carried out at 100 °C using CoAu2GeS4-chalcogel catalyst, due to its promising catalytic performance. The CoAu2GeS4-chalcogel regioselectively converted the pair of substrates to respective Markovnikov products, (E)-1-(4-R-phenyl)-N-phenylethan-1-imine, with 38% to 60% conversion.

Chemoselective Reduction of Imines Catalyzed by Ruthenium(II) Half-Sandwich Complexes: A Mechanistic Study

Ruthenium half-sandwich complexes ligated to chiral 2-oxazolidinethiones or 2-thiozolidinethiones in the reduction of N-benzylideneaniline using silyl hydrides as reductants has been examined. The chemoselective reduction of imines takes place under mild conditions to afford the corresponding amines in nearly quantitative yield. Mechanistic studies indicate that dissociation of the ancillary ligands generate the active catalyst in all the complexes studied, which is the same species generated by [Ru(p-cymene)(Cl)2]2 under the reaction conditions. This results in the formation of a single catalytic species irrespective of the starting half-sandwich complex. Detailed mechanistic studies involving trapping of intermediates, in situ studies using mass spectrometry and NMR spectroscopy were carried out using the active catalyst generated by [Ru(p-cymene)(Cl)2]2. The mechanism of the reaction is dependent on the number of the hydrogen atoms in the reducing silane. The reaction proceeds via Gade-Hoffman pathway or Zheng-Chan pathway when a dihydro or trihydrosilane is the reductant. However, the use of a monohydrosilane, leads to longer reaction times presumably due to a change in the reaction pathway.

Plasmonic Switching of the Reaction Pathway: Visible-Light Irradiation Varies the Reactant Concentration at the Solid–Solution Interface of a Gold–Cobalt Catalyst

Product selectivity of alkyne hydroamination over catalytic Au2Co alloy nanoparticles (NPs) can be made switchable by a light-on/light-off process, yielding imine (cross-coupling product of aniline and alkyne) under visible-light irradiation, but 1,4-diphenylbutadiyne in the dark. The low-flux light irradiation concentrates aniline on the catalyst, accelerating the catalytic cross-coupling by several orders of magnitude even at a very low overall aniline concentrations (1.0×10?3 mol L?1). A tentative mechanism is that Au2Co NPs absorb light, generating an intense fringing electromagnetic field and hot electrons. The sharp field-gradient (plasmonic optical force) can selectively enhance adsorption of light-polarizable aniline molecules on the catalyst. The light irradiation thereby alters the aniline/alkyne ratio at the NPs surface, switching product selectivity. This represents a new paradigm to modify a catalysis process by light.

Highly efficient and enantioselective iridium-catalyzed asymmetric hydrogenation of N-arylimines

A catalytic method employing the cationic iridium-(Sc,R p)-DuanPhos [(1R,1'R,2S,2'S)-2,2'-ditert-butyl-2,2',3,3'-tetrahydro- 1H,1'H-1,1'-biisophosphindole] complex and BARF {tetrakis[3,5- bis(trifluoromethyl)phenyl]borate} counterion

The barbier reaction of 1-chloromethylbenzo-triazole with imines and successive elimination

Under the mediation of samarium diiodide, 1-chloromethyl-benzotriazole 1 can undergo Barbier reaction smoothly with imines 2 to produce 1-(β-aminoethyl)benzotriazole 3. Successive elimination of 3 gives imines 7 increased one carbon. The possible mechanis

Understanding the Synergistic Effects Observed When Using Tethered Dual Catalysts for Heat and Light Activated Catalysis

Dual catalysis, where two different catalysts work cooperatively to promote a chemical reaction, is an important synthetic approach as it can allow a wide range of unique reactivity to be accessed. Whilst most dual catalysis strategies utilise separate ca

Gold(III)-catalyzed double hydroamination of o-alkynylaniline with terminal alkynes leading to N-vinylindoles

A highly efficient double-hydroamination reaction of o-alkynylanilines with terminal alkynes leading to N-alkenylindoles was developed by using gold(III) as a catalyst under neat conditions.

Heterogeneous catalysts for hydroamination reactions: Structure-activity relationship

The catalytic activity of ion-exchanged zeolite BEA for hydroamination reactions, such as the cyclization of 6-aminohex-1-yne and 3-aminopropylvinyl ether and the intermolecular addition of aniline to phenylacetylene, was studied. The most active catalyst

Iridium and rhodium complexes with the planar chiral thioether ligands in asymmetric hydrogenation of ketones and imines

Rhodium complexes with the planar chiral phosphinoferrocenyl thioether ligands [Rh(P,SR)(diene)X] (R = Me, But, Ph, Bn, diene is cyclooctadiene (COD) or norbornadiene (NBD), X = Cl, BF4) catalyze hydrogenation of ketones, imines, and heteroaromatic compounds; in the case of acetophenone, the enantioselectivity reached 60% ee. Similar iridium complexes demonstrate a good activity in the hydrogenation of imines, the maximal enantioselectivity in the case of N-phenyl-N-(1-phenylethylidene)amine was about 40% ee.