106047-18-1

Basic information

• Product Name: 2-PYRIDIN-4-YL-PHENYLAMINE
• Synonyms: 2-PYRIDIN-4-YL-PHENYLAMINE;Benzenamine,2-(4-pyridinyl)-;2-(pyridin-4-yl)aniline
• CAS NO: 106047-18-1
• Molecular Formula: C₁₁H₁₀N₂
• Molecular Weight: 170.21
• Product Categories: pharmacetical
• Mol File: 106047-18-1.mol

Chemical Properties

• Melting Point: 85-86 °C
• Boiling Point: 140 °C(Press: 1 Torr)
• Appearance: /
• Density: 1.133±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.92±0.10(Predicted)
• CAS DataBase Reference: 2-PYRIDIN-4-YL-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PYRIDIN-4-YL-PHENYLAMINE(106047-18-1)
• EPA Substance Registry System: 2-PYRIDIN-4-YL-PHENYLAMINE(106047-18-1)

Safety Data

• Hazardous Substances Data: 106047-18-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Pyridin-4-yl-phenylamine is used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows it to be a versatile building block in the development of new medicinal compounds.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 2-Pyridin-4-yl-phenylamine serves as a valuable precursor for the creation of a wide range of organic compounds, contributing to the advancement of chemical research and product development.
Used in Dye Production:
2-Pyridin-4-yl-phenylamine is utilized as an intermediate in the production of dyes, where its aromatic amine structure imparts color and stability to the final dye products.
Used in Biological Research:
2-Pyridin-4-yl-phenylamine has been studied for its potential biological activity, including antitumor and anti-inflammatory properties. It is used as a subject of research in biological and medicinal studies to explore its therapeutic potential.
It is crucial to handle and store 2-Pyridin-4-yl-phenylamine with care due to its potential hazards to human health and the environment. Proper safety measures should be implemented during its use to mitigate any risks associated with this chemical compound.

Upstream product

• 615-43-0 2-iodophenylamine 
• 93830-58-1 diethyl (pyridin-4-yl)borane 
• 615-36-1 2-bromoaniline 
• 110-86-1 pyridine 
• 4282-49-9 4-(2-nitrophenyl)-pyridine 
• 1692-15-5 4-pyridylboronic acid 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 1126078-46-3 4-nitro-N-[(E)-(2-pyridin-4-ylphenyl)methylidene]aniline 
• 83420-58-0 4-(2-iodophenyl)pyridine 
• 244-90-6 1-benzothieno<2,3-c>pyridine 
• 1190221-87-4 methyl 5-chloro-2-{[(2-oxo-2-{[2-(pyridin-4-yl)phenyl]amino}ethoxy)acetyl]amino}benzoate 
• 47064-53-9 2,3,4,9-Tetrahydro-2-(2-phenylmethyl)-1H-pyrido<3,4-b>indole 
• 1393606-49-9 1-benzyl-4-(2-azidophenyl)pyridinium bromide 
• 1393606-48-8 1-allyl-4-(2-azidophenyl)pyridinium bromide 
• 1393605-96-3 2-phenylmethyl-9H-pyrido[3,4-b]indolium triflate 
• 13100-00-0 1,2,3,4-tetrahydro-2-methyl-9H-pyrido[3,4-b]indole 
• 1296770-95-0 1-methyl-4-(2-azidophenyl)pyridinium triflate 
• 1296770-70-1 4-(2-azidophenyl)pyridine 
• 494795-57-2 (methylsulfonyl)(2-(pyridin-4-yl)phenyl)amine 

Relevant articles and documents

Synthesis of 6-(arylthio)phenanthridines by copper-catalyzed tandem reactions of 2-biaryl isothiocyanates with diaryliodonium salts

A novel copper-catalyzed tandem C-S/C-C bond-forming reaction of 2-biaryl isothiocyanates with diaryliodonium salts was developed. This is the first general approach to synthesize phenanthridines from 2-biaryl isothiocyanates. This methodology has been successfully applied to the synthesis of trisphaeridine.

Visible-light-mediated radical insertion/cyclization cascade reaction: Synthesis of phenanthridines and isoquinolines from isocyanides

A visible-light promoted single electron oxidation of ether enabled by photoredox catalysis has been accomplished. This procedure initiates a novel radical insertion/cyclization cascade reaction to generate phenanthridines and isoquinolines from easily available isocyanides under mild reaction conditions.

Palladium/Norbornene Chemistry: Synthesis of Norbornene-Containing Arylsilanes Involving Double C-Si Bond Formation

A novel palladium-catalyzed three-component cascade reaction of aryl halides with norbornene and hexamethyldisilane has been described, which allows the simultaneous construction of two C-Si bonds and one C-C bond. The method achieves ortho C-H functionalization of aryl halides through the formation of the five-membered palladacycle, leading to norbornene-containing arylsilanes.

Cyclization of 2-Biphenylthiols to Dibenzothiophenes under PdCl2/DMSO Catalysis

A palladium-catalyzed synthesis of dibenzothiophenes from 2-biphenylthiols is described. This highly efficient reaction employs a simple PdCl2/DMSO catalytic system, in which PdCl2 is the sole metal catalyst and DMSO functions as an oxidant and solvent. This transformation has broad substrate scope and operational simplicity and proceeds in high yield. The synthetic utility was demonstrated by the facile synthesis of helical dinapthothiophene 3 and an eminent organic semiconductor DBTDT 4. Importantly, highly strained trithiasumanene 5, a buckybowl of considerable synthetic challenge, was observed under this catalytic system.

α-Bromoacrylic Acids as C1 Insertion Units for Palladium-Catalyzed Decarboxylative Synthesis of Diverse Dibenzofulvenes

Herein α-bromoacrylic acids have been employed as C1 insertion units to achieve the palladium-catalyzed [4 + 1] annulation of 2-iodobiphenyls, which provides an efficient platform for the construction of diverse dibenzofulvenes. This protocol enables the formation of double C(aryl)-C(vinyl) bonds via a C(vinyl)-Br bond cleavage and decarboxylation. It is particularly noteworthy that the method features a broad substrate scope, and various interesting frameworks, such as bridged ring, fused (hetero)aromatic ring, and divinylbenzene, can be successfully incorporated into the products.

Rhodium(I)-Catalyzed Aryl C-H Carboxylation of 2-Arylanilines with CO2

An unprecedented Rh(I)-catalyzed, amino-group-assisted C-H carboxylation of 2-arylanilines with CO2 under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.

AgI-Promoted Difluoromethylation of Isocyanides To Give Difluoromethylated Phenanthridines

An AgI-mediated ethoxycarbonyldifluoromethylation of isocyanides has been developed. This radical cascade reaction involves the addition of difluoromethylene radical to the isocyanide functionality, and subsequent homolytic aromatic substitution to give difluoromethylated phenanthridines with a good functional-group tolerance.

Silver-catalyzed oxidative decarboxylation of difluoroacetates: Efficient access to C-CF2 bond formation

A mild, versatile and efficient method for the silver(i)-catalyzed oxidative decarboxylative gem-difluoromethylenation has been developed. The radical cascade reaction comprises the addition of an oxidatively generated difluoromethylene radical to the isonitrile functionality and subsequent homolytic aromatic substitution. It provides a novel and efficient access to the C-CF2 bond formation.

Radical (Phenylsulfonyl)difluoromethylation of Isocyanides with PhSO2CF2H under Transition-Metal-Free Conditions

An atom-economical method for radical (phenylsulfonyl)difluoromethylation of isocyanides with PhSO2CF2H under transition-metal-free conditions has been developed. A PhSO2CF2 radical is generated through the oxidation of PhSO2CF2- after the deprotonation of PhSO2CF2H in one pot. The reaction exhibits excellent functional-group tolerance and the resulting products can be further modified with the removal of a PhSO2 group to give other CF2-containing compounds.

Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis

The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible-light photoredox catalysis. A wide range of readily available mono-, di-, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals.