22681-77-2

Basic information

• Product Name: N-(4-chlorophenyl)pyridin-2-amine
• Synonyms: 2-Pyridinamine, N-(4-chlorophenyl)-
• CAS NO: 22681-77-2
• Molecular Formula: C₁₁H₉ClN₂
• Molecular Weight: 204.6556
• Mol File: 22681-77-2.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 328.4°C at 760 mmHg
• Flash Point: 152.4°C
• Density: 1.273g/cm³
• Vapor Pressure: 0.000189mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: N-(4-chlorophenyl)pyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-chlorophenyl)pyridin-2-amine(22681-77-2)
• EPA Substance Registry System: N-(4-chlorophenyl)pyridin-2-amine(22681-77-2)

Safety Data

• Hazardous Substances Data: 22681-77-2(Hazardous Substances Data)

Upstream product

• 109-04-6 2-bromo-pyridine 
• 106-47-8 4-chloro-aniline 
• 504-29-0 2-aminopyridine 
• 106-39-8 bromochlorobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 2617-79-0 N-(4-chlorophenyl)formamide 
• 1566591-59-0 C₁₂H₉ClN₂O 
• 694-59-7 pyridine N-oxide 
• 1885-81-0 p-chlorophenyl isocyanide 
• 109-09-1 2-chloropyridine 
• 5029-67-4 2-iodopyridine 

Downstream Products

• 1256380-90-1 5-methoxy-2,3-diphenyl-1-(pyridin-2-yl)-1H-indole 
• 1256380-97-8 5-chloro-2,3-diphenyl-1-(pyridin-2-yl)-1H-indole 
• 13511-03-0 N-(4-chloro-2-nitrophenyl)pyridin-2-amine 
• 1383232-16-3 N-(4-chlorophenyl)-N-methyl-2-aminopyridine 
• 1383231-82-0 N-methyl-N-(2-triisopropylsilylethynyl-4-chlorophenyl)-2-aminopyridine 
• 100709-63-5 N'-ethyl-N-(4-chloro-phenyl)-N-[2]pyridyl-urea 

Relevant articles and documents

Copper anchored on phosphorus g-C3N4as a highly efficient photocatalyst for the synthesis ofN-arylpyridin-2-amines

A heterogeneous photocatalyst based on copper modified phosphorus doped g-C3N4(Cu/P-CN) has been prepared and characterized. This recyclable catalyst exhibited high photocatalytic activity for the synthesis ofN-arylpyridin-2-amine derivatives by the reaction of 2-aminopyridine and aryl boronic acid at room temperature under the irradiation of blue light. Importantly, the range of substrates for this coupling reaction has been expanded to include aryl boronic acids with strong electron-withdrawing groups as viable raw materials. In addition, this heterogeneous catalyst can be used at least 6 times while maintaining its catalytic activity.

Tunable Electrochemical C?N versus N?N Bond Formation of Nitrogen-Centered Radicals Enabled by Dehydrogenative Dearomatization: Biological Applications

Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen-centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C?N versus N?N bond formation reaction. Hence, pyrido[1,2-a]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition-metal- and exogenous oxidant-free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2-a]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.

Ruthenium-catalyzed synthesis of indole derivatives from: N -aryl-2-aminopyridines and alpha-carbonyl sulfoxonium ylides

Indole is a ubiquitous structural motif with important applications in many areas of chemistry. Given this, a simple and efficient Ru(ii)-catalyzed synthesis of indole via intermolecular annulation of N-aryl-2-aminopyridines and sulfoxonium ylides was proposed and accomplished. Excellent selectivity and good functional group tolerance of this transformation were observed. This protocol provides easy access to a wide variety of useful indoles in the presence of a commercially available [Ru(p-cymene)Cl2]2 catalyst. A possible mechanism for the reaction pathway was also proposed. More importantly, this reaction will offer a useful method for the construction of enantioenriched indole frameworks.