61613-20-5

Basic information

• Product Name: N-Tosyl-2-iodoaniline
• Synonyms: N-(2-Iodophenyl)-4-methylbenzenesulfonamide;N-(2-Iodophenyl)-p-toluenesulfonamide;N-Tosyl-2-iodoaniline;N-(2-iodophenyl)-4-methyl-benzenesulfonamide（WS203341）
• CAS NO: 61613-20-5
• Molecular Formula: C₁₃H₁₂INO₂S
• Molecular Weight: 373.20935
• Mol File: 61613-20-5.mol
• Article Data: 55

Chemical Properties

• Melting Point: 90-92 °C
• Boiling Point: 443.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.720±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 8.17±0.10(Predicted)
• CAS DataBase Reference: N-Tosyl-2-iodoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-Tosyl-2-iodoaniline(61613-20-5)
• EPA Substance Registry System: N-Tosyl-2-iodoaniline(61613-20-5)

Safety Data

• Hazardous Substances Data: 61613-20-5(Hazardous Substances Data)

Usage

Uses

N-Tosyl-2-iodoaniline is used in the synthetic preparations of spiro-heterocycles as potential inhibitors of SIRT1.

Upstream product

• 68-34-8 phenyl toluenesulfonamide 
• 1420043-07-7 C₁₅H₁₆INO₂S₂ 
• 62-53-3 aniline 
• 615-43-0 2-iodophenylamine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 133295-23-5 3-Methylene-2-octyl-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indole 
• 127230-11-9 9-N-tosyl-4,4a,9,9a-tetrahydro-3H-carbazole 
• 107734-06-5 N-tosyl-2-phenylindole 
• 838828-77-6 N-(2-iodo-phenyl)-4-methyl-N-pent-4-enyl-benzenesulfonamide 
• 849359-26-8 2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-(p-toluenesulfonyl)indole 
• 849359-23-5 1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne 
• 849359-22-4 1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne 
• 849359-27-9 2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-(p-toluenesulfonyl)indole 

Relevant articles and documents

Palladium-catalyzed, asymmetric hetero- and carboannulation of allenes using functionally-substituted aryl and vinylic iodides

Aryl and vinylic iodides with a nucleophilic substituent in the ortho or allylic position, respectively, react with 1,2-dienes in the presence of a palladium catalyst and a chiral bisoxazoline ligand to afford five- and six- membered ring heterocycles and carbocycles in good yields and 46-88% enantiomeric excess. The generality of this process has been demonstrated by the use of nucleophilic substituents as varied as tosylamides, alcohols, phenols, carboxylic acids, and stabilized carbanions.

Asymmetric Counteranion Directed Catalytic Heck/Tsuji-Trost Annulation of Aryl Iodides and 1,3-Dienes

A chiral anion-mediated asymmetric Heck/Tsuji-Trost reaction of aryl iodides and 1,3-dienes is presented. Chiral indoline derivatives could be afforded with remarkably higher yields and enantioselectivities than our previous chiral ligand-based method. Silver carbonate is employed as both base and halide scavenger to ensure fast and recyclable exchange of the catalytic amount of chiral anions. Fast salt metathesis, as well as the acceleration effect of the chiral anion, could both benefit the stereocontrol of the reaction.

Palladium-Catalyzed Chemoselective Oxidative Addition of Allyloxy-Tethered Aryl Iodides: Synthesis of Medium-Sized Rings and Mechanistic Studies

This Letter describes a Pd-catalyzed Tsuji-Trost-type/Heck reaction with allyloxy-tethered aryl iodides and aziridines. The strategy provides efficient access to benzannulated medium-sized rings via intermolecular cyclization. The substrate aryl iodide ha