70197-09-0

Basic information

• Product Name: N-(α-Ethylbenzyl)-p-toluenesulfonamide
• Synonyms: 4-Methyl-N-(1-phenylpropyl)benzenesulfonamide;N-(1-Phenylpropyl)-4-methylbenzenesulfonamide;N-(1-Phenylpropyl)-p-toluenesulfonamide;N-(α-Ethylbenzyl)-p-toluenesulfonamide;α-Ethyl-N-tosylbenzenemethanamine
• CAS NO: 70197-09-0
• Molecular Formula: C₁₆H₁₉NO₂S
• Molecular Weight: 289.39
• Mol File: 70197-09-0.mol
• Article Data: 28

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(α-Ethylbenzyl)-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(α-Ethylbenzyl)-p-toluenesulfonamide(70197-09-0)
• EPA Substance Registry System: N-(α-Ethylbenzyl)-p-toluenesulfonamide(70197-09-0)

Safety Data

• Hazardous Substances Data: 70197-09-0(Hazardous Substances Data)

Upstream product

• 97-94-9 triethyl borane 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 75-03-6 ethyl iodide 
• 637-50-3 1-phenylpropene 
• 70-55-3 toluene-4-sulfonamide 
• 93287-14-0 1-(iodomethyl)succinimide 
• 93-54-9 1-Phenyl-1-propanol 
• 51608-60-7 phenyl N-tosyl imine 
• 557-20-0 diethylzinc 
• 766-90-5 cis-1-phenyl-1-propylene 
• 942066-19-5 4-methyl-N-[1-phenyl-propylidene]-benzenesulfonamide 
• 2386-64-3 ethylmagnesium chloride 
• 873-66-5 1-propenylbenzene 
• 24395-14-0 N-(p-tolylsulfonyl)-2-phenylaziridine 

Downstream Products

• 111047-55-3 4-m ethyl-N-(1-phenyl-propylidene)benzenesulfonamide 
• 1576-37-0 N-benzyl-p-toluenesulfonamide 

Relevant articles and documents

Site-Selective Electrochemical Benzylic C?H Amination

C?H/N-H cross-coupling is an ideal strategy to synthesize various amines but remains challenging owing to the requirement for sacrificial chemical oxidants and the difficulty in controlling the regio- and chemo-selectivity. Herein we report a site-selective electrochemical amination reaction that can convert benzylic C?H bonds into C-N linkages via H2 evolution without need for external oxidants or metal catalysts. The synthetic strategy involves anodic cleavage of benzylic C?H to form a carbocation intermediate, which is then trapped with an amine nucleophile leading to C?N bond formation. Key to the success is to include HFIP as a co-solvent to modulate the oxidation potentials of the alkylbenzene substrate and the aminated product to avoid overoxidation of the latter.

Boron-Catalyzed N-Alkylation of Arylamines and Arylamides with Benzylic Alcohols

A sustainable boron-based catalytic approach for chemoselective N-alkylation of primary and secondary aromatic amines and amides with primary, secondary, and tertiary benzylic alcohols has been presented. The metal-free protocol operates at low catalyst loading, tolerates several functional groups, and generates H2O as the sole byproduct. Preliminary mechanistic studies were performed to demonstrate the crucial role of boron catalyst for the activation of the intermediate dibenzyl ether and to identify the rate-determining step.

Au(iii)-catalyzed intermolecular amidation of benzylic C-H bonds

Au(iii)-catalyzed intermolecular amidations of benzylic C-H bonds with sulfonamides and carboxamides are described. The protocol with the Au-bipy complex/N-bromosuccinimide system provides practical applications for synthesis of various amides via C-H activations. The reaction proceeds with high efficiency to give the corresponding amines, which are extremely useful synthetic intermediates.