158268-30-5

Basic information

• Product Name: N-(4-iodophenyl)-4-methylbenzenesulfonamide
• CAS NO: 158268-30-5
• Molecular Formula: C₁₃H₁₂INO₂S
• Molecular Weight: 373.2094
• Mol File: 158268-30-5.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 446.5°C at 760 mmHg
• Flash Point: 223.8°C
• Density: 1.72g/cm³
• Vapor Pressure: 3.62E-08mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: N-(4-iodophenyl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-iodophenyl)-4-methylbenzenesulfonamide(158268-30-5)
• EPA Substance Registry System: N-(4-iodophenyl)-4-methylbenzenesulfonamide(158268-30-5)

Safety Data

• Hazardous Substances Data: 158268-30-5(Hazardous Substances Data)

Usage

General Description

N-(4-iodophenyl)-4-methylbenzenesulfonamide, also known as IMS, is a chemical compound with the molecular formula C13H12INO2S. It is a sulfonamide derivative that contains both an iodophenyl and a methylbenzene group. IMS is widely used in the pharmaceutical industry as a building block for the synthesis of various biologically active compounds, such as potential anticancer agents and antimicrobial drugs. Its unique structure and reactivity make it a valuable intermediate in organic synthesis. IMS is also used as a reagent in medicinal chemistry research and drug discovery due to its ability to modify and block specific biological targets. Overall, N-(4-iodophenyl)-4-methylbenzenesulfonamide is a versatile and important chemical compound with various applications in the field of medicinal chemistry and drug development.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 540-37-4 p-aminoiodobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 68-34-8 phenyl toluenesulfonamide 

Downstream Products

• 501682-91-3 3-[4-(toluene-4-sulfonylamino)-phenyl]-acrylic acid 
• 68-34-8 phenyl toluenesulfonamide 
• 327060-00-4 N-methyl-N-(4-iodo-phenyl)-4-methyl-benzenesulfonamide 
• 869061-79-0 N-(4-allylphenyl)-N,4-dimethylbenzenesulfonamide 
• 599-62-2 N-methyl-N-phenyltoluenesulfonamide 
• 688045-11-6 N-(tetrahydro-pyran-2-yloxy)-3-[4-(toluene-4-sulfonylamino)-phenyl]-acrylamide 
• 688045-10-5 3-{4-[methyl-(toluene-4-sulfonyl)-amino]-phenyl}-acrylic acid 
• 1138239-43-6 4-[4-(toluene-4-sulfonylamino)-phenyl]-butyric acid ethyl ester 
• 1138239-44-7 N-[4-(3-cyano-propyl)-phenyl]-4-methyl-benzenesulfonamide 
• 1155702-72-9 N-[4-(3-cyanobenzyl)-phenyl]-4-methylbenzenesulfonamide 
• 1342814-17-8 C₁₇H₂₁NO₂STe 
• 1373351-09-7 N-(4-iodophenyl)-4-methyl-N-(6-(2-methyl-1,3-dioxolan-2-yl)hexyl)benzenesulfonamide 

Relevant articles and documents

Palladium-catalyzed alkylation-hydride reduction sequence: Synthesis of meta-substituted arenes

(Chemical Equation Presented) A new three-component, palladium-catalyzed domino reaction which gives access to meta-substituted arenes using aryl iodides and primary alkyl halides is reported. Various functional groups are tolerated on both the aryl iodide and alkyl halide. In addition, isotopic labeling studies provide insight into the mechanism of this Catellani-type reaction.

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.

Synthesis of: N -arylsulfonamides via Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium

A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust serves as the sole reductant in the transformation and it can be easily performed on a large scale.