3246-78-4

Usage

Uses

Used in Chemical and Industrial Processes:
N-[(E)-(4-methoxyphenyl)methylidene]-4-methylaniline is utilized as a key component in various chemical and industrial applications due to its unique structure and properties. Its presence in these processes is attributed to its ability to contribute to the formation of complex organic molecules and its potential to enhance the efficiency of certain reactions.
Used in Pharmaceutical Applications:
As a chemical intermediate, N-[(E)-(4-methoxyphenyl)methylidene]-4-methylaniline plays a crucial role in the development and synthesis of pharmaceutical compounds. Its structure allows for the creation of new drugs with potential therapeutic benefits, making it a valuable asset in the pharmaceutical industry.
Used in Organic Synthesis:
N-[(E)-(4-methoxyphenyl)methylidene]-4-methylaniline is employed as a versatile building block in organic synthesis. Its unique combination of functional groups enables it to participate in a wide array of chemical reactions, facilitating the creation of diverse organic compounds for various applications.

Upstream product

• 106-49-0 p-toluidine 
• 123-11-5 4-methoxy-benzaldehyde 
• 99-99-0 1-methyl-4-nitrobenzene 
• 105-13-5 4-Methoxybenzyl alcohol 
• 112825-69-1 (4-methoxybenzyl)-p-tolylamine 
• 768-60-5 4-methoxyphenylacetylen 
• 6768-23-6 diethyl-2-(4-methoxybenzylidene)malonate 
• 104-87-0 4-methyl-benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 150-13-0 4-amino-benzoic acid 
• 619-66-9 4-Carboxybenzaldehyde 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 3910-55-2 N-(p-methoxybenzylidene)butylamine 

Downstream Products

• 112825-69-1 (4-methoxybenzyl)-p-tolylamine 
• 37856-35-2 2-(4-methoxy-styryl)-3-p-tolyl-3H-quinazolin-4-one 
• 74650-15-0 2-(4-Methoxy-phenyl)-1-p-tolyl-aziridine 
• 70454-01-2 2-[(2R,3R)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-yl]-isoindole-1,3-dione 
• 61458-01-3 3-benzyloxy-4-(4-methoxy-phenyl)-1-p-tolyl-azetidin-2-one 
• 88252-50-0 (3S,4R)-3-(4-Chloro-phenoxy)-4-(4-methoxy-phenyl)-1-p-tolyl-azetidin-2-one 
• 70208-21-8 (3S,4R)-4-(4-Methoxy-phenyl)-3-((E)-1-methyl-3-oxo-but-1-enylamino)-1-p-tolyl-azetidin-2-one 
• 77869-34-2 cis 1-p-tolyl-3-(2'-carbomethoxy-1'-phenoxy methyl)vinylamino-4-p-anisyl-azetidin-2-one 
• 77869-35-3 (Z)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-4-phenyl-but-2-enoic acid methyl ester 
• 77869-36-4 cis-1-(4'-methylphenyl)-3-(1'-methyl-2'-carbomethoxyvinylamino)-4-(4'-methoxyphenyl)-azetidin-2-one 
• 77869-36-4 (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid methyl ester 
• 70208-19-4 (E)-3-[(2R,3S)-2-(4-Methoxy-phenyl)-4-oxo-1-p-tolyl-azetidin-3-ylamino]-but-2-enoic acid ethyl ester 
• 107266-71-7 2-[(E)-2-(4-Methoxy-phenyl)-vinyl]-3-p-tolyl-3H-benzo[h]quinazolin-4-one 
• 115117-28-7 Dimethyl-[4-(p-tolylamino-methylene)-cyclohexa-2,5-dienylidene]-ammonium; perchlorate 

Relevant academic research and scientific papers

Tandem imine formationviaauto-hydrogen transfer from alcohols to nitro compounds catalyzed by a nanomagnetically recyclable copper catalyst under solvent-free conditions

A direct imination reaction was developed by tandem reaction of alcohols and nitro compounds in the presence of Cu-isatin Schiff base-γ-Fe2O3as a nanomagnetically recyclable catalyst under solvent-free conditions. By this method, various imines were prepared in good to high yields from one-pot reaction of various alcohols (primary aromatic and aliphatic) and nitro compounds (aromatic and aliphatic)viaan auto-hydrogen transfer reaction. Use of an inexpensive and easily reusable catalyst, without requiring any additives or excess amounts of benzyl alcohol as the reaction solvent are the other advantages of this method. This catalytic system has the merits of cost effectiveness, environmental benignity, excellent recyclability and good reproducibility.

In SituAnodically Oxidized BMIm-BF4: A Safe and Recyclable BF3Source

The anodic oxidation of 1-butyl-3-methylimidazolium tetrafluoroborate (BMIm-BF4) efficiently generates BF3from BF4-. This Lewis acid, strongly bound to the ionic liquids, can be efficiently used in classical BF3-catalyzed reactions. We demonstrated the BF3/BMIm-BF4reactivity in four reactions, namely, a domino Friedel-Crafts/lactonization of phenols, the Povarov reaction, the Friedel-Crafts benzylation of anisole, and the multicomponent synthesis of tetrahydro-11H-benzo[a]xanthen-11-ones. In comparison with literature data using BF3-Et2O in organic solvents, in all the presented cases, analogous or improved results were obtained. Moreover, the noteworthy advantages of the developed method are thein situgeneration of BF3(no storing necessity) in the required amount, using only the electron as redox reagent, and the recycling of BMIm-BF4for multiple subsequent runs.

Visible light photocatalytic aerobic oxidative synthesis of imines from alcohols and amines on dye-sensitized TiO2

A general visible light photocatalytic protocol for the synthesis of imines via a two-step one-pot route on alizarin red S (ARS)-sensitized TiO2 was uncovered. This efficient synthesis protocol involves one step of the highly selective formation of aldehydes from the oxidation of alcohols with O2 on ARS-sensitized TiO2 photocatalyst, and a subsequent step of condensation of newly formed aldehydes with various amines on TiO2 to afford imines in one pot. Anatase TiO2 provides a versatile platform for catalytic amounts of ARS (0.67 mol%) to facilitate the electron transfer from dye traversing its conduction band to O2 under green LED irradiation. Moreover, the Lewis acid sites of TiO2 can promote the formation of imines from aldehydes and amines in very high isolated yields. We took advantage of both the photocatalytic and catalytic properties of TiO2 to significantly expand the scope of imines. Our work suggests that the synthetic applications of TiO2 photocatalysis can be achievable under mild conditions by exploring the excellent functionalities of TiO2.

Ruthenium(II)-(Arene)-N-Heterocyclic Carbene Complexes: Efficient and Selective Catalysts for the N-Alkylation of Aromatic Amines with Alcohols

A series of unsymmetrical 1,3-disubstituted benzimidazolium chlorides were synthesized as N-heterocyclic carbene (NHC) precursors. These compounds were used for synthesis of the new ruthenium(II) complexes of the type [RuCl2(arene)(NHC)], (arene = η6-p-cymene). The structures of all compounds were characterized by 1H NMR, 13C NMR and FT-IR spectroscopy techniques. The catalytic activity of the ruthenium complexes has been evaluated with respect to the mono-N-alkylation reactions of aromatic amines with various alcohol derivatives under solvent-free conditions at 120 °C using the borrowing hydrogen strategy.

Metal-Free Synthesis of 2-Arylbenzothiazoles from Aldehydes, Amines, and Thiocyanate

A highly efficient method for the synthesis of 2-arylbenzothiazoles has been developed using readily available aromatic amines, benzaldehydes, and NH4SCN as a sulfur source. A library of 2-arylbenzothiazoles with wide functional group compatibility has been synthesized in good yields through iodine-mediated oxidative annulation.

A new kind of bismuth organic complex and its preparation method and catalytic applications (by machine translation)

This invention is a novel bismuth organic complex and its preparation method and catalytic applications. Characterized in that in order to commonly used organic solvent as a reaction solvent, in order to organic bismuth ion nitrogen atom ligand diphenyl [...] and cheap and easy to obtain aryl boric acid as the raw material, the nickel acetate catalytic reaction, high yield, high selectivity to obtain a novel bismuth organic (III) complex catalyst (I). The good stability of the catalyst, can be recovered, and in the catalytic aryl alkynes and aniline derivatives hydroamination reaction demonstrate excellent catalytic activity. This method has the advantages of low cost, high yield, simple and convenient operation, no pollution and the like, for the realization of its industrial production has certain feasibility. (by machine translation)

Ru Nanoparticles-Loaded Covalent Organic Framework for Solvent-Free One-Pot Tandem Reactions in Air

Condensation of benzene-1,3,5-tricarbohydrazide with benzene-1,4-dicarboxaldehyde generated a new covalent organic framework, COF-ASB (1), in which the organic units are held together via hydrazone linkage to form porous frameworks. COF-ASB (1) is highly crystalline and displays good chemical and thermal stability and is permanently porous. In addition, 1 can be an ideal support to load Ru nanoparticles (Ru NPs) to generate Ru@COF-ASB (2). The obtained composite material is able to highly promote one-pot tandem synthesis of imine products from benzyl alcohols and corresponding amines under solvent-free conditions in air.

Synthesis of 3-Hydroxy-4-arylquinolin-2-ones Including Viridicatol via a Darzens Condensation/Friedel-Crafts Alkylation Strategy

The new efficient synthesis of biologically important 3-hydroxy-4-arylquinolin-2-ones through the Darzens condensation (epoxidation) of dichloroacetanilides with aromatic aldehydes followed by one-pot dechlorative epoxide-arene cyclization is described. T

Visible-Light Photocatalytic Synthesis of Amines from Imines via Transfer Hydrogenation Using Quantum Dots as Catalysts

CdSe/CdS core/shell quantum dots (QDs) can be used as stable and highly active photoredox catalysts for efficient transfer hydrogenation of imines to amines with thiophenol as a hydrogen atom donor. This reaction proceeds via a proton-coupled electron transfer (PCET) from the QDs conduction band to the protonated imine followed by hydrogen atom transfer from the thiophenol to the α-aminoalkyl radical. This precious metal free transformation is easy to scale up and can be carried out by a one-pot protocol directly from aldehyde, amine, and thiophenol. Additional advantageous features of this protocol include a wide substrate scope, high yield of the amine products, extremely low catalyst loading (0.001 mol %), high turnover number (105), and the mild reaction conditions of using visible light or sun light at room temperature in neutral media.

Design and stereoselective synthesis of novel β-lactone and β-lactams as potent anticancer agents on breast cancer cells

To produce a novel class of anticancer compounds, an efficient method for synthesizing novel β-lactone and β-lactam frameworks was developed based on the reaction of a new ketene with C=O and C=N bonds. Functionalized 2-azetidinones were efficiently synthesized by employing 2,4-dichlorophenoxylketene, which was generated in situ. The reaction of the ketene with aldehydes was not successful and in all cases except for 4-nitrobenzaldehyde, a rearranged dimer of the ketene was obtained as a lactone. Anticancer cellular activity of all new β-lactams and lactones on breast cancer cells was studied. All new synthesized compounds exhibited potential anticancer activity which may guarantee their future application in moderate chemotherapy.