89170-76-3

Basic information

• Product Name: N,N-dibenzyl-3-chlorobenzenamine
• Synonyms: N,N-dibenzyl-3-chlorobenzenamine
• CAS NO: 89170-76-3
• Molecular Weight: 307.823
• Mol File: 89170-76-3.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: N,N-dibenzyl-3-chlorobenzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dibenzyl-3-chlorobenzenamine(89170-76-3)
• EPA Substance Registry System: N,N-dibenzyl-3-chlorobenzenamine(89170-76-3)

Safety Data

• Hazardous Substances Data: 89170-76-3(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 108-42-9 3-chloro-aniline 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 1244855-78-4 C₁₅H₁₇ClOSi 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 103-49-1 dibenzylamine 
• 7519-92-8 tris(3-chlorophenyl)boroxine 
• 121-73-3 3-Nitrochlorobenzene 
• 100-39-0 benzyl bromide 

Downstream Products

• 6004-21-3 3'-chloro-benzanilide 
• 1438900-61-8 N⁴,N⁴,N^4',N^4'-tetrabenzyl-2,2'-dichloro-[1,1'-biphenyl]-4,4'-diamine 
• 1355025-59-0 N,N-dibenzyl-3-chloro-4-((triisopropylsilyl)ethynyl)aniline 
• 1266679-76-8 N,N-dibenzyl-2-chlorobiphenyl-4-amine 
• 103834-92-0 4-(2-Amino-2-methyl-propyl)-3-chloro-phenylamine 
• 103818-21-9 4-(2-Amino-propyl)-3-chloro-phenylamine 
• 89115-16-2 2-Chloro-4-dibenzylamino-benzaldehyde 

Relevant articles and documents

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

Selective catalytic Hofmann: N -alkylation of poor nucleophilic amines and amides with catalytic amounts of alkyl halides

Using only catalytic amounts of alkyl halides in the reactions of poor nucleophilic amines/amides and alcohols led to a selective Hofmann N-alkylation reaction catalytic in alkyl halides, providing a practical and efficient method for the practical synthesis of mono- or di-alkylated amines/amides in high selectivities. This new method avoids the use of large amounts of bases, alkyl halides, and solvents, and generates water as the only byproduct. Preliminary mechanistic studies showed that alkyl halides are key intermediates/catalysts regeneratable in the reaction cycle.

Copper-catalyzed electrophilic amination of arylsilanes with hydroxylamines

A copper-catalyzed electrophilic amination of aryl[(2-hydroxymethyl)phenyl] dimethylsilanes with O-acylated hydroxylamines has been developed to afford the corresponding anilines in good yields. The catalytic reaction proceeds very smoothly under mild conditions and tolerates a wide range of functional groups.