2368-21-0

Basic information

• Product Name: N-(4-methyl-benzylidene)-4-trifluoromethyl-aniline
• Synonyms: N-(4-methyl-benzylidene)-4-trifluoromethyl-aniline
• CAS NO: 2368-21-0
• Molecular Weight: 263.262
• Mol File: 2368-21-0.mol

Chemical Properties

• CAS DataBase Reference: N-(4-methyl-benzylidene)-4-trifluoromethyl-aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methyl-benzylidene)-4-trifluoromethyl-aniline(2368-21-0)
• EPA Substance Registry System: N-(4-methyl-benzylidene)-4-trifluoromethyl-aniline(2368-21-0)

Safety Data

• Hazardous Substances Data: 2368-21-0(Hazardous Substances Data)

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 104-87-0 4-methyl-benzaldehyde 
• 589-18-4 4-Methylbenzyl alcohol 

Downstream Products

• 1224442-28-7 2-(4-methylphenyl)-6-(trifluoromethyl)-1H-benzimidazole 
• 1469438-22-9 N-[bis(p-tolyl)methylene]-4-(trifluoromethyl)aniline 
• 1469438-55-8 C₃₉H₃₁F₃N₂O₂ 
• 1469438-53-6 3-{(1E)-3,3-bis(p-tolyl)-N-[4-(trifluoromethyl)phenyl]prop-2-enimidoyl}-4,4-dimethyl-1,3-oxazolidin-2-one 
• 1469438-52-5 3-{(1E)-2-phenyl-3,3-bis(p-tolyl)-N-[4-(trifluoromethyl)phenyl]prop-2-enimidoyl}-4,4-dimethyl-1,3-oxazolidin-2-one 
• 1469438-30-9 4,4-bis(p-tolyl)-6-(trifluoromethyl)-2-[3,3,5-trimethyl-1,1-dioxido-1,2-benzisothiazol-2(3H)-yl]-3,4-dihydroquinoline 
• 1469438-29-6 3-hexyl-4,4-bis(p-tolyl)-6-(trifluoromethyl)-2-[3,3,5-trimethyl-1,1-dioxido-1,2-benzisothiazol-2(3H)-yl]-3,4-dihydroquinoline 
• 1469438-28-5 3-phenyl-4,4-bis(p-tolyl)-6-(trifluoromethyl)-2-[3,3,5-trimethyl-1,1-dioxido-1,2-benzisothiazol-2(3H)-yl]-3,4-dihydroquinoline 
• 143874-37-7 (3R,4S)-3-Phenyl-4-p-tolyl-1-(4-trifluoromethyl-phenyl)-azetidin-2-one 

Relevant articles and documents

Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions

The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.

Novel N-Alkylbenzimidazole-Ruthenium (II) complexes: Synthesis and catalytic activity of N-alkylating reaction under solvent-free medium

In this article, direct N-alkylation reactions of amines with alcohols derivatives have been investigated. For this purpose, a new series ruthenium (II) complexes bearing N-coordinated benzimidazole complexes with have been synthesized and fully characterized by elemental analysis, FT-IR, 1H NMR and, 13C NMR spectroscopies. Additionally, the structures of the complexes 2b and 2c have been confirmed by X-ray crystallography. Although the N-alkylating reaction is usually performed in toluene, the catalytic study of complexes 2a-d has carried out no additional solvent and alcohol acted both as solvent and reactant of alkylating by using a little excess of alcohols. Surprisingly, conversion and selectivity of amine product for alkylation reaction have been seen high in medium solvent-free relative to in toluene.

C-N Bond Formation Catalyzed by Ruthenium Nanoparticles Supported on N-Doped Carbon via Acceptorless Dehydrogenation to Secondary Amines, Imines, Benzimidazoles and Quinoxalines

Ruthenium nanoparticles (NPs) supported on N-doped carbon (Ru/N?C) were prepared by the pyrolysis of cis-Ru(phen)2Cl2 loaded onto carbon powder (VULCAN XC72R) at 800 °C. Ru/N?C NPs (0.2 mol% Ru) selectively catalyzed either acceptorless dehydrogenation coupling (ADC) or auto-transfer-hydrogen (ATH) reactions of amines with alcohols to imines and secondary amines. Such selectivity could be controlled by the choice of alkali metal ion associated with the base. Under similar catalytic conditions, the ADC cross-coupling of diamines with primary alcohols or diols afforded the corresponding benzimidazoles and quinoxalines in good to excellent yields. This catalytic system displayed good activity, recyclability, and wide applicability to a diverse range of substrates.

Acceptorless Dehydrogenation of Alcohols Catalyzed by CuI N-Heterocycle Thiolate Complexes

CuI N-heterocycle thiolate clusters efficiently catalyze the acceptorless dehydrogenation of alcohols at 70 °C. A variety of secondary/primary benzylic, allylic, and aliphatic alcohols are dehydrogenated to the corresponding ketones and aldehydes in high yields of isolated product upon release of H2. This simple catalytic system is involved in the synthesis of imines through the one-pot reaction of alcohols and amines.

Copper(I)-Catalyzed regioselective amination of N -aryl imines using TMSN3 and TBHP: A route to substituted benzimidazoles

A novel and efficient copper-catalyzed amination of N-aryl imines is described. This one-pot, multicomponent reaction, in which imine acts as a directing group by chelating to the metal center, affords a potential route for the transformation of the commercial aryl amines, aldehydes, and azides into valuable benzimidazole structural units with wide substrate scope and diversity. The synthetic and mechanistic aspects are presented.