31859-50-4

Basic information

• Product Name: Benzenamine, 4-(1H-indol-3-ylmethyl)-N,N-dimethyl-
• CAS NO: 31859-50-4
• Molecular Formula: C17H18N2
• Molecular Weight: 250.343
• Mol File: 31859-50-4.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-(1H-indol-3-ylmethyl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(1H-indol-3-ylmethyl)-N,N-dimethyl-(31859-50-4)
• EPA Substance Registry System: Benzenamine, 4-(1H-indol-3-ylmethyl)-N,N-dimethyl-(31859-50-4)

Safety Data

• Hazardous Substances Data: 31859-50-4(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 4755-50-4 4-(dimethylamino)benzoyl chloride 
• 121-69-7 N,N-dimethyl-aniline 
• 75-05-8 acetonitrile 
• 1561041-25-5 C₁₂H₁₅NO 
• 50-00-0 formaldehyd 
• 29546-14-3 4-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)-N,N-dimethylaniline 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 700-06-1 indole-3-carbinol 

Relevant articles and documents

Iridium-Catalysed Reductive Deoxygenation of Ketones with Formic Acid as Traceless Hydride Donor

An iridium-catalysed deoxygenation of ketones and aldehydes is achieved, with formic acid as hydride donor and water as co-solvent. At low catalyst loading, a number of 4-(N,N-disubstituted amino) aryl ketones are readily deoxygenated in excellent yields and chemoselectivity. Numerous functional groups, especially phenolic and alcoholic hydroxyls, secondary amine, carboxylic acid, and alkyl chloride, are well tolerable. Geminally dideuterated alkanes are obtained with up to 90% D incorporation, when DCO2D and D2O are used in place of their hydrogenative counterparts. The activating 4-(N,N-disubstituted amino)aryl groups have been demonstrated to undergo a variety of useful transformations. The deoxygenative deuterations have been used to prepare a deuterated drug molecule Chlorambucil-4,4-d2. (Figure presented.).

Metal and acid-free visible light-mediated Friedel-Crafts alkylation reactions of indole with anilines

Metal and acid-free visible light-induced Friedel-Crafts C3-alkylation reactions of indole derivatives were developed using N,N-dimethylanilines as the carbon source. A cheap and readily available organic dye, Rose Bengal, was applied as the photocatalyst. This environmentally friendly transformation afforded C3-alkylated indoles in moderate to good yields under mild conditions.

Visible-Light-Promoted Alkylation of Indoles with Tertiary Amines by the Oxidation of a sp3 C-H Bond

A visible-light driven reaction for the synthesis of 3-arylmethyl indole derivatives using tertiary amines and indoles was first reported. Corresponding products were obtained with yields of up to 70%, and various functional groups on the indoles were well tolerated when Rose Bengal was used as a photosensitizer and air was used as a green oxidant under mild reaction conditions. (Figure presented.).