634-41-3

Usage

Class of organic compounds

1-Naphthalenamine, N-(2-methylphenyl)is a naphthalenamine, a class of organic compounds containing a naphthalene ring with an amino group.

Uses

It is used in the production of dyes, pigments, and pharmaceuticals.

Physical properties

It is a white to slightly cream-colored solid with a sweet, floral odor.

Chemical properties

It is an intermediate in the synthesis of a variety of chemical compounds and is considered to have low toxicity.

Chemical structure

It contains a naphthalene ring with an amino group and a methylphenyl group attached to it.

Natural occurrence

This chemical is not known to occur naturally and is usually produced through chemical synthesis in a laboratory setting.

Upstream product

• 90-15-3 α-naphthol 
• 636-21-5 o-toluidine hydrochloride 
• 134-32-7 1-amino-naphthalene 
• 95-53-4 o-toluidine 
• 121-57-3 4-aminobenzene sulfonic acid 
• 113250-80-9 (2-chlorobenzyl)(naphthalen-1-yl)amine 
• 1220282-41-6 N-(2-iodobenzyl)naphthalen-1-amine 
• 356531-16-3 2-bromo-N-(α-naphthyl)benzylamine 
• 90-11-9 1-Bromonaphthalene 
• 95-46-5 2-methylphenyl bromide 
• 86-53-3 1-Cyanonaphthalene 

Downstream Products

• 32740-01-5 1,10-Dimethyl-7,8-benzoacridin 
• 1613149-55-5 N-(4-(5-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)pyrazin-2-yl)phenyl)-N-(o-tolyl)naphthalen-1-amine 
• 1613149-66-8 N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-(o-tolyl)naphthalen-1-amine 
• 1613149-68-0 N-(4-(5-bromopyrazin-2-yl)phenyl)-N-(o-tolyl)naphthalen-1-amine 
• 1613149-64-6 N-(4-bromophenyl)-N-(o-tolyl)naphthalen-1-amine 
• 1262543-83-8 1-(naphthalen-1-yl)-2-phenyl-1H-indole 
• 225-51-4 benz[c]acridine 

Relevant academic research and scientific papers

Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation

A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).

Transition-Metal-Free Synthesis of 1,2-Disubstituted Indoles

Herein, we report a new transition-metal-free robust and cost-effective method for synthesis of 1,2-disubstituted indoles from easily available unactivated (i.e. without EWG, PPh3 or SiR3 groups) tertiary amides. Scope of synthetic applicability of the presented protocol was shown on 23 examples of 1,2-disubstituted indoles with different substitution patterns obtained in good to excellent yields. The reported method turned out to be especially effective for synthesis of N-arylated 2-CF3-indoles. Moreover, this approach can be performed in a one-pot two-step manner directly from commercially available secondary amines. Mechanistic studies showed that acyl transfer might be an important step in the course of the reaction. Viability of the presented approach for benzofurans and benzothiophenes synthesis was also discussed.

Organic electroluminescent material and synthesis and application thereof

The invention relates to the field of organic light-emitting diode (OLED) display, and particularly relates to an organic electroluminescent material and synthesis and application thereof. A general structure formula of the organic electroluminescent mate

ORGANIC LIGHT EMITTING POLYAROMATIC AND POLYHETEROAROMATIC HOST MATERIALS

Heteroaryl-aryl compounds such as compounds represented by Formula may be used in electronic devices such as organic light- emitting devices. For example, the compounds may be used as an emissive material in an emissive layer.

Recyclable catalysts for palladium-catalyzed aminations of aryl halides

Aminated and recycled: Palladium/imidazolium phosphane catalysts enable efficient and general aminations of aryl halides, including direct amination with ammonia. Subsequent recycling is possible without any additional heterogenization (see scheme).

Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis

The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(orrAo-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of orthohalobenzylchlorides with different arylamines. The reaction of the anions of a diverse set N-(orthohalobenzyl)arylamines was studied, and the methodology was extended to the synthesis of trispheridine, a natural product, in very good yield, In order to explain the regiochemical outcome of these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.

Syntheses of phenanthridines and benzophenanthridines by intramolecular ortho-arylation of aryl amide ions with aryl halides via SRN1 reactions

The photostimulated reaction of N-(2-halo-benzyl)aryl amines with t-BuOK in liquid ammonia affords fused azaheterocycles by the SRN1 mechanism. The starting materials are easily obtained by the reaction of 2-halo-benzyl chloride and aromatic amines to prepare the secondary amines. Through this approach, phenanthridine (90%), 4-phenylphenanthridine (87%), benzo[a]phenanthridine (98%), and benzo[c]phenanthridine (84%) were synthesized.