154424-43-8

Basic information

• Product Name: 2-(N,N-dibenzylamino)pyridine
• Synonyms: 2-(N,N-dibenzylamino)pyridine
• CAS NO: 154424-43-8
• Molecular Weight: 274.365
• Mol File: 154424-43-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2-(N,N-dibenzylamino)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(N,N-dibenzylamino)pyridine(154424-43-8)
• EPA Substance Registry System: 2-(N,N-dibenzylamino)pyridine(154424-43-8)

Safety Data

• Hazardous Substances Data: 154424-43-8(Hazardous Substances Data)

Upstream product

• 5683-33-0 2-(Dimethylamino)pyridine 
• 100-44-7 benzyl chloride 
• 6935-27-9 N-benzylpyridin-2-amine 
• 67465-04-7 2-benzylaminopyridine hydrochloride 
• 504-29-0 2-aminopyridine 
• 100-39-0 benzyl bromide 
• 100-51-6 benzyl alcohol 
• 134391-76-7 3-(trimethylsilyl)pyridin-2-yl trifluoromethanesulfonate 
• 103-49-1 dibenzylamine 
• 109-09-1 2-chloropyridine 
• 100-52-7 benzaldehyde 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 108-88-3 toluene 
• 167958-91-0 N,N-dibenzyl-pyridine-2-sulfonamide 

Downstream Products

• 737007-16-8 MBAP 

Relevant articles and documents

Regioselective Friedel-Crafts Alkylation of Anilines and Amino-Substituted Heteroarenes with Hexafluoroacetone Sesquihydrate

A variety of arenes, including anilines, pyrroles, indoles, aminooxazoles, aminothiazoles, aminoquinolines, and aminopyridines, underwent regioselective Friedel-Crafts alkylation in neat hexafluoroacetone sesquihydrate in a broad range of temperatures, reaction times, and yields (2%-94%) depending strongly on the electron density of the substrate. Prior N,N-dibenzylation of aniline and 2-aminopyridine strongly promoted substrate reactivity and resulted in higher yields (> 80%). The described Friedel-Crafts alkylations in hexafluoroacetone sesquihydrate occurred regioselectively at the para-positions of anilines or at the positions β to the sp2-hybridized nitrogen atom in heteroarenes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Nickel-Catalyzed Intramolecular Desulfitative C - N Coupling: A Synthesis of Aromatic Amines

A nickel-catalyzed intramolecular C - N coupling reaction via SO2 extrusion is presented. The use of a catalytic amount of BPh3 allows the transformation to take place under much milder conditions (60 °C) than previously reported C - N coupling reactions by CO or CO2 extrusion (160-180 °C). In addition, this method displays good functional group tolerance and versatility, as it can be applied to the synthesis of dialkyl aryl amines, alkyl diaryl amines, and triaryl amines. The robustness of the desulfitative C - N coupling is demonstrated by three high-yielding gram-scale reactions.

Co(II)-Catalyzed Regioselective Pyridine C-H Coupling with Diazoacetates

A Co(II)-catalyzed pyridyl C-H bond carbenoid insertion with α-diazoacetates has been realized. This transformation features a highly regioselective C-C bond formation at the C3-position of pyridines, providing an efficient access to diverse α-aryl-α-pyri