5650-10-2

Usage

Uses

Used in Dye and Pigment Production:
N-PHENYL-4-METHYLETHYLANILINE is used as a key component in the manufacture of dispersed dyes, which are widely used in the textile industry for coloring synthetic fibers.
Used in Pharmaceutical Synthesis:
N-PHENYL-4-METHYLETHYLANILINE is utilized in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used as a Reagent in Organic Chemical Reactions:
N-PHENYL-4-METHYLETHYLANILINE serves as a reagent in organic chemical reactions, facilitating the synthesis of other chemical compounds and aiding in research and development.

InChI:InChI=1/C32H20BrNO5/c33-21-14-10-20(11-15-21)27-25-26(32(39-27)28(35)23-8-4-5-9-24(23)29(32)36)31(38)34(30(25)37)22-16-12-19(13-17-22)18-6-2-1-3-7-18/h1-17,25-27H

Upstream product

• 142-04-1 aniline hydrochloride 
• 2479-47-2 4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline 
• 62-53-3 aniline 
• 108-20-3 di-isopropyl ether 
• 122-39-4 diphenylamine 
• 67-64-1 acetone 
• 99-88-7 4-Isopropylaniline 
• 118-91-2 ortho-chlorobenzoic acid 
• 98-82-8 Isopropylbenzene 
• 622-37-7 Phenyl azide 
• 7647-01-0 hydrogenchloride 
• 80-05-7 BPA 
• 100-63-0 phenylhydrazine 
• 108-86-1 bromobenzene 

Downstream Products

• 4972-13-8 4-benzoyloxy-1-hydroxy-2,2,6,6-tetramethylpiperidine 

Relevant academic research and scientific papers

Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids

The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.

BLUE FLUORESCENT DOPANT MATERIALS, AND ORGANIC THIN FILM AND ORGANIC LIGHT EMITTING DEVICES COMPRISING THE SAME

The present invention refers to one or more layers including a light emitting layer between anode and cathode is interposed as above wherein at least one of an organic electroluminescent device, comprising of a luminescent layer for organic thin film layer contains said formula 1, formula 2 characterized in that said hole transport material to the light emitting layer employed in conjunction with an organic electroluminescence device number under public affairs substrate. The organic electroluminescence device of the present invention exhibits high efficiency and long lifetime properties. [Formula 1][Formula 2] (by machine translation)

O-iodoxybenzoic acid mediated N-arylation of aromatic amines by using arylhydrazines as the arylating counterpart

Through free-radical trapping experiments we have established, for the first time, the combination of arylhydrazines with o-iodoxybenzoic acid (IBX) for the generation of aryl free radicals. On the basis of this finding, a method was developed for the N-arylation of aromatic amines under mild conditions (base-free, -5 °C) by using arylhydrazines as the arylating counterpart and arylamines. The scope of this method was demonstrated by using a number of arylhydrazines and arylamines, which gave the N-arylated amines in good yields. Through free-radical trapping experiments, the present work describes the combination of arylhydrazines with o-iodoxybenzoic acid (IBX) for the generation aryl free radicals. This finding is exploited in the development of a mild method for the N-arylation of arylamines by using arylhydrazines as the arylating agents. The scope of this method is demonstrated through a number of examples. Copyright

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.

Synthesis of diarylamines catalyzed by iron salts

A study was conducted to demonstrate the synthesis of diarylamines catalyzed by iron salts. The study evaluated the influence acetyl as an N-protecting group. The coupling of acetanilide and iodobenzene was selected as a model reaction, to optimize the reaction conditions. It was observed that a considerable amount of the N-deprotected compound was obtained along with the desired N-acetyl diarylamine. It was also observed that diphenylamine was isolated in a significant yield, by performing a basic hydrolysis with NaOMe after the iron-catalyzed arylation. A one-pot synthesis of diphenylamine was performed by adding NaOMe to the N-arylation reaction mixture, after the acetanilide was consumed completely. It was demonstrated that the strategy overcomes the synthetic limitations associated with poor reactivity of aromatic amines under iron catalysis and serves as an alternative approach for the preparation of diarylamines.

Copper-carbene complexes and their use

The invention relates to copper-carbene complexes, to a process for preparing them and to their use in catalytic coupling reactions.

INTER- AND INTRA-MOLECULAR AROMATIC N-SUBSTITUTION BY ARYLNITRENIUM-ALUMINIUM CHLORIDE COMPLEXES GENERATED FROM ARYL AZIDES IN THE PRESENCE OF ALUMINIUM CHLORIDE

Reactions of phenyl azide with aromatic compounds ( i. e. benzene, toluene, ethylbenzene, cumene, anisole, and bromobenzene ) in the presence of AlCl3 gave diarylamines, whwreas those of phenyl azides with an electron-donating group such as Me and OMe yield little of the corresponding diarylamines ( tarformation takes place ).The reaction of 4-nitrophenyl azide with benzene in the presence of AlCl3 gave 4-nitrophenyl(phenyl)amine and a C-substitution product, 2-amino-5-nitrobiphenyl.Decomposition of 2-azidophenyl(phenyl)methane and 2-azidobiphenyls in CH2Cl2 in the presence of AlCl3 underwent an N-cyclization to afford 9,10-dihydroacridine and carbazoles, respectively, in good yields.The kinetic data on the decomposition of aryl azides and a Hammet plot ( with p= -6.0 ) for the formation of diarylamines suggest that the products are formed by an aromatic N-substitution of arylnitrenium-AlCl3 complexes via azide-AlCl3 complexes.We further argue the character of arylnitrenium-AlCl3 complexes.

N- and C-Attacks of Phenylnitrenium Ions Generated from Phenyl Azides in the Presence of Trifluoroacetic Acid and/or Trifluoromethanesulphonic Acid

Phenylnitrenium ions were generated from phenyl azides in the presence of trifluoroacetic acid (TFA) and/or trifluoromethanesulphonic acid (TFSA).Unsubstituted phenylnitrenium ions and those with an electron-withdrawing group such as NO2 or CN undergo aromatic N-substitution, whereas those with an electron-donating group such as Me, OMe, CH2Ph, or Ph undergo C-substitution, hydrogen abstraction, and tar formation.The special character of TFA and TFSA as compared with other acids is discussed.

Diphenylamino and indolyl substituted pyromellitides

This invention relates to 3,7-bis(disubstituted aminophenyl- or indolyl)-3,7-bis(diphenylamino)pyromellitides, 3,5-bis(disubstituted aminophenyl- or indolyl)-3,5-bis(diphenylamino)pyromellitides and mixtures thereof useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared by the interaction of 2,5-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,4-benzenedicarboxylic acids or 2,4-bis(disubstituted aminophenyl- or indolyl)carbonyl-1,5-benzenedicarboxylic acids and mixtures thereof with diphenylamines.

Aromatic Substitution by Phenylnitrenium and Naphthylnitrenium Ions formed from Phenyl Azide and 1-Azidonaphthalene in the Presence of Trifluoromethanesulphonic Acid

Aromatic N-substitution by phenylnitrenium ions generated from phenyl azide in the presence of a catalytic amount of trifluoromethanesulphonic acid gave diarylamines (in especially good yield in the reaction with biphenyl or naphthalene), whereas naphthylnitrenium ions from 1-azidonaphthalene react with benzene to afford a C-substitution product, 1-amino-4-phenylnaphthalene.