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Usage

Uses

Used in Pharmaceutical Industry:
Phenyl(quinolin-8-yl)amine is used as a building block for the synthesis of complex organic molecules, which are essential in the development of new drugs for various diseases. Its unique structure and properties make it a promising candidate for medicinal research and drug discovery.
Used in Agrochemical Industry:
In the agrochemical sector, phenyl(quinolin-8-yl)amine is utilized as a component in the production of pesticides and other agrochemicals. Its chemical properties contribute to the effectiveness of these products in protecting crops and enhancing agricultural productivity.
Used in Chemical Industry:
Phenyl(quinolin-8-yl)amine is used as a component in the production of dyes and pigments, where its chemical structure imparts specific color characteristics and properties to these products. Its versatility in this industry is evident in its role as a building block for synthesizing a variety of complex organic molecules.
Used in Research and Development:
Phenyl(quinolin-8-yl)amine is employed as a research compound in the development of new drugs and pharmaceuticals. Its potential in medicinal research is being explored for its ability to contribute to the creation of innovative treatments for a range of diseases.

Upstream product

• 148-24-3 8-quinolinol 
• 62-53-3 aniline 
• 16567-18-3 8-bromoquinoline 
• 578-66-5 8-amino quinoline 
• 108-90-7 chlorobenzene 
• 98-80-6 phenylboronic acid 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 394-68-3 8-fluoroquinoline 
• 611-33-6 8-chloroquinoline 
• 33757-48-1 N-quinolin-8-yl-benzamide 
• 1182669-71-1 N-(2-methylbenzoyl)-8-aminoquinoline 

Downstream Products

• 1223575-52-7 (N-phenylquinolin-8-amine(-1H))Sc(CH₂SiMe₃)2(THF) 

Relevant academic research and scientific papers

Copper-Catalyzed Base-Free N-Arylation of 8-Aminoquinoline Amides through Chelation Assistance

A new and efficient approach for the N-arylation of 8-aminoquinoline amides with diaryliodonium salts has been developed. This chelation-assisted selective C-N cross-coupling reaction gave the desired N-arylated 8-aminoquinoline in moderate to good yields

Chan-Evans-Lam C?N Coupling Promoted by a Dinuclear Positively Charged Cu(II) Complex. Catalytic Performance and Some Evidence for the Mechanism of CEL Reaction Obviating Cu(III)/Cu(I) Catalytic Cycle

In the present study, we report the synthesis of a series of copper(II) complexes with a wide range of ligands and their testing in the copper catalyzed Chan-Evans-Lam (CEL) coupling of aniline and phenylboronic acid. The efficiency of the coupling was directly connected with the ease of the reduction of Cu(II) to Cu(I) of the complexes. The most efficient catalyst was derived from 4-t-butyl-2,5-bis[(quinolinylimino)methyl]phenolate and two Cu(II) ions. Depending on the counter-anion nature and the concentration of the reaction mixture, the reaction can be directed to predominant C?N-bond formation. Forty-three derivatives of diphenylamine were prepared under the optimized conditions. The proposed mechanism of the catalysis was based on the reduction potential of a series of complexes, molecular weight measurements of the catalytic complex in MeOH and the kinetic studies of aniline and phenylboronic acid coupling. In addition, an 1H NMR experiment in a sealed NMR tube, without external oxygen supply available, proved that no complete Cu(II) to Cu(I) conversion was observed under the condition, ruling out the usually accepted mechanism of the C?N coupling, which included the oxygenation of the intermediately formed Cu(I) complexes after the key step of C?N conversion had already been completed. Instead, a mechanism was proposed, involving an oxygen molecule coordinated to two copper ions in the key C?N bond formation without any detectable conversion of the Cu(II) complexes to Cu(I).

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF

PURPOSE: A compound for an electronic element, an electronic element using the same, and an electronic device thereof are provided to improve light emitting efficiency, thermal resistance, color purity, and lifetime and to lower driving voltage using indoloquinoxaline derivatives. CONSTITUTION: A compound of an organic electronic element contains a compound of chemical formula 1. The organic electronic element has one or more organic layers containing the compound. The organic electronic element comprises a first electrode, the organic layers, and a second electrode. The organic layers are selected among a light emitting layer, a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer. An electronic device comprises a display device with the organic electronic element; and a control unit which drives the display device.

Transition-Metal-Free N-Arylation of Amines by Triarylsulfonium Triflates

A simple and efficient method for transition-metal-free N-arylation of various amines by triarylsulfonium triflates is described. Both aliphatic and aromatic amines were smoothly converted at 80 °C in the presence of tBuOK or KOH to give the corresponding mono N-arylated products in good to high yields. The molar ratios of the reactants and the choice of bases had a big effect on the reaction. When a large excess of [Ph3S][OTf] and tBuOK were employed for primary amines under the standard conditions, the bis(N-phenyl) products were predominantly formed. This method was also applicable to the synthesis of bioactive N-phenyl amino acid derivatives. The control experiments, the deuterium labelling study, and the presence of regioisomers of N-arylated products when using 4-substituted triarylsulfonium triflates suggested that the reaction might proceed through an aryne intermediate. The present protocol demonstrated that triarylsulfonium salts are versatile arylation reagents in the construction of CAr?N bonds.

Preparation method of N-phenyl-8-aminoquinoline

The invention relates to a preparation method of N-phenyl-8-aminoquinoline and belongs to the technical field of organic chemical synthesis. The preparation method of the N-phenyl-8-aminoquinoline is characterized by comprising the following steps: reacti

Transition-metal-free site-selective C–F bond activation for synthesis of 8-aminoquinolines

An efficient and general selective method for the synthesis of 8-aminoquinoline derivatives has been disclosed through transition metal direct C–N coupling from fluoroquinolines and arylamines. Significantly, good chemo- and regio-selectivity was observed

Method for synthesis of quinoline-8-amine and derivatives thereof from fluoroquinolines

The invention discloses a method for synthesis of quinoline-8-amine and derivatives thereof from fluoroquinolines, and belongs to the technical field of organic synthesis. The quinoline-8-amine and the derivatives thereof are prepared from fluoroquinoline compounds and aromatic amines compounds as a substrate in the presence of solvent toluene and hydrides by synthesizing reaction. The method is simple in operation and suitable for industrial production. The raw materials needed for the synthesis are cheap, the cost of the synthesis is low, and a variety of amino quinoline derivatives can be synthesized by the simple and single method.

Application of a 2-aryl indenylphosphine ligand in the Buchwald-Hartwig cross-coupling reactions of aryl and heteroaryl chlorides under the solvent-free and aqueous conditions

An efficient solvent-free protocol for the Buchwald-Hartwig cross-coupling reaction of aryl and heteroaryl chlorides with primary and secondary amines using the Pd(dba)2/ligand 1 catalytic system has been developed. Notably, the catalytic system also efficiently catalyzed the reaction under aqueous conditions.

Triazine-based mesoporous covalent imine polymers as solid supports for copper-mediated chan-lam cross-coupling N-arylation reactions

The synthesis of a novel mesoporous covalent imine polymeric (MCIPs) material, involving simple Schiff-base chemistry, is reported. This highly functionalised nitrogen-rich material acts as a good support for immobilising CuII ions, exhibiting excellent catalytic activity in promoting the Chan-Lam cross-coupling reaction between biologically active amines and arylboronic acids. The performance of this catalyst is also evident from its broad substrate scope, high stability, real heterogeneity, mild reaction conditions and reusability without loss of activity. The observed results will provide additional scope on the design and catalytic applications of this emerging class of materials.

Direct amination of phenols under metal-free conditions

Herein, we disclose the metal-free synthesis of arylamines via the direct amination of phenols using aminating reagents. This reaction procedure uses easy accessible aminating reagents and provides a versatile synthetic route to a broad range of arylamines with various functionalities in good to excellent yield. By using a two-step route of amination and oxidative coupling reaction, we synthesized three naturally occurring carbazole alkaloids: murrayafoline A, mukonine, and clausenine from two commercially available phenols. Georg Thieme Verlag Stuttgart · New York.