728919-25-3

Basic information

• Product Name: 3-NAPHTHALEN-1-YL-PHENYLAMINE
• Synonyms: 3-NAPHTHALEN-1-YL-PHENYLAMINE;3-NAPHTHALEN-1-YL-ANILINE
• CAS NO: 728919-25-3
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.28
• Mol File: 728919-25-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-NAPHTHALEN-1-YL-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NAPHTHALEN-1-YL-PHENYLAMINE(728919-25-3)
• EPA Substance Registry System: 3-NAPHTHALEN-1-YL-PHENYLAMINE(728919-25-3)

Safety Data

• Hazardous Substances Data: 728919-25-3(Hazardous Substances Data)

Usage

Uses

Used in Dye Industry:
3-Naphthalen-1-Yl-phenylamine is used as a building block for the synthesis of dyes, due to its aromatic amine structure which contributes to the color properties of the dyes.
Used in Pharmaceutical Industry:
3-Naphthalen-1-Yl-phenylamine is used as a precursor in the synthesis of pharmaceuticals, as its chemical structure can be modified to create various medicinal compounds with potential therapeutic effects.
Used in Agrochemical Industry:
3-Naphthalen-1-Yl-phenylamine is used as a starting material in the production of agrochemicals, such as pesticides and herbicides, due to its ability to be incorporated into complex organic molecules with bioactive properties.
Used in Material Science:
3-Naphthalen-1-Yl-phenylamine is used in the development of new materials with specific properties, such as conductivity or stability, by incorporating its aromatic amine structure into the material's composition.
Used in Medicinal Chemistry:
3-Naphthalen-1-Yl-phenylamine is used as a research compound in medicinal chemistry to explore its potential as a therapeutic agent or as a component in the development of new drugs, given its versatile chemical structure.

Upstream product

• 38262-42-9 1-naphthyl mesylate 
• 30418-59-8 3-Aminophenylboronic acid 
• 68211-49-4 1-naphthyl tosylate 
• 90-15-3 α-naphthol 
• 90-11-9 1-Bromonaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 585-79-5 m-nitrobromobenzene 
• 94064-81-0 1-(3-nitro-phenyl)-naphthalene 
• 13922-41-3 1-Naphthylboronic acid 
• 90-14-2 1-Iodonaphthalene 
• 13331-27-6 m-nitrobenzene boronic acid 

Relevant articles and documents

Introducing of a New Bio-inspired Hierarchical Porous Silica as an Inorganic Host for Ni–Pd Alloy Nanoparticles for the Synthesis of Aminobiphenyls from the One-Pot Suzuki–Miyaura Coupling-Nitro Reduction

This work reports a facial way to synthesize of an efficient catalyst based Ni–Pd alloy nanoparticles which supported on a new bio-inspired hierarchical porous silica and its catalytic activity in the one-pot Suzuki–Miyaura cross coupling-nitro reduction. The synthesized catalyst was fully characterized by FT-IR, XRD, FESEM–EDX, elemental mapping, TEM, ICP-AES, N2 adsorption–desorption, DRS–UV–Vis and XPS techniques. Use of inexpensive catalyst, high yields of the products and reusability of the catalyst are some of the advantages of our procedure. Graphical Abstract: [Figure not available: see fulltext.].

Pd/mannose promoted tandem cross coupling-nitro reduction: Expedient synthesis of aminobiphenyls and aminostilbenes

The dual role of d-mannose as a ligand for Pd catalyzed cross-coupling, and as a hydrogen source for nitro reduction is demonstrated in a modular cross coupling-nitro reduction sequence. The synthetic utility and generality of this green protocol has been illustrated by the synthesis of 20 aminobiphenyl and 10 aminostilbene derivatives in high yields through a one-pot Suzuki coupling-nitro reduction and a Heck coupling-nitro reduction, respectively, starting from halonitroarenes as substrates.

Asymmetric anthracene-based blue host materials: Synthesis and electroluminescence properties of 9-(2-naphthyl)-10-arylanthracenes

A series of bulky aryl-substituted asymmetric anthracene blue host materials, 9-(2-naphthyl)-10-(3-(1-naphthyl)phenyl)anthracene, where phenyl was varied from H (5a), Me (5b), Ph (5e), and 1-Naph (5f) at the 6-position and Me (5c) at the 2-position, was s

A highly practical and reliable nickel catalyst for Suzuki-Miyaura coupling of aryl halides

We disclose that [1,3-bis(diphenylphosphino)methane]nickel(II) chloride [NiCl2(dppp)] is a highly active, universally applicable, cheap, and stable catalyst for Suzuki-Miyaura cross-coupling reactions of aryl halides with a catalyst loading of lower than 1 mol%, and more notably, in the absence of extra supporting ligands. Under the optimized reaction conditions, a broad range of aryl bromides as well as the notoriously unreactive aryl chlorides, including activated, non-activated, deactivated, and heteroaromatic and sterically hindered substrates can be coupled smoothly with various boronic acids (47 examples, 48-98% yields). In addition, the transformation is tolerant of various functional groups such as ether, ester, ketone, aldehyde, cyano, and unprotected amino and hydroxy groups. Finally, the potential utilization of the methodology was further demonstrated by the gram-scale synthesis of several core structures of commercialized antihypertensive drugs and fungicides. Thus, the combination of high activity, broad applicability, cheapness, and high stability of NiCl2(dppp) presented in this work constitutes one of the few prominent catalysts which allow for practical and reliable construction of biaryls and heterobiaryls with structural diversity from readily available aryl halides and boronic acids. Copyright

Highly efficient suzuki-miyaura coupling of aryl tosylates and mesylates catalyzed by stable, cost-effective [1,3-bis(diphenylphosphino)propane] nickel(II) chloride [Ni(dppp)Cl2] with only 1amol% loading

We present a highly active, inexpensive, universally applicable, and markedly stable [1,3-bis(diphenylphosphino)propane]nickel(II) chloride [Ni(dppp)Cl2] catalyst that is capable of effecting the Suzuki-Miyaura cross-coupling of the inherently less reactive but readily available aryl tosylates and mesylates with only 1amol% loading and in the absence of extra supporting ligand. Under the optimized reaction conditions, cross-coupling of a wide range of activated, non-activated, and deactivated, as well as sterically hindered and heteroaromatic substrates (36 examples) could proceed efficiently to afford the coupled products in 53-99% yields. Consequently, the results presented in this work provide a significant advance in Suzuki-Miyaura cross-coupling in terms of generality, practicality, and cost which are key concerns in recent research regarding transition metal-catalyzed cross-couplings.

Nickel-catalyzed cross-coupling of phenols and arylboronic acids through an in situ phenol activation mediated by PyBroP

A new method for the Suzuki-Miyaura cross-coupling of phenols and arylboronic acids through in situ phenol activation mediated by PyBroP is presented. The reaction proceeds efficiently by using cost-effective, markedly stable [NiCl2(dppp)] (dppp=1,3-bis(diphenylphosphino)propane) as the catalyst in only 5 mol % loading, as well as in the absence of extra ligands. The method exhibits broad applicability and high efficiency towards a wide range of both phenols and boronic acids, including activated, nonactivated, deactivated, and heteroaromatic coupling partners. In addition, various functional groups, such as ether, amino, cyano, ester, and ketone groups, are compatible with this transformation. Notably, arylboronic acids containing an unprotected NH2 group and 2-heterocyclic boronic acids, which are generally problematic for coupling under conventional conditions, are also viable substrates, although moderate yields were obtained for sterically hindered substrates. Consequently, the in situ cross-coupling methodology coupled with the use of an inexpensive and stable nickel catalyst provides a rapid and efficient pathway for the assembly of biaryls and heterobiaryls with structural diversity from readily available phenol compounds.