32857-48-0

Usage

Uses

Used in Pharmaceutical Research and Development:
N-(4-bromophenyl)-4-methylbenzenesulfonamide is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drug candidates due to its unique chemical structure and potential therapeutic properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, N-(4-bromophenyl)-4-methylbenzenesulfonamide is employed as a compound of interest for its potential to be modified and optimized for specific therapeutic applications, leveraging its chemical reactivity and structural features.
Used in Drug Synthesis:
N-(4-bromophenyl)-4-methylbenzenesulfonamide is utilized as a building block in the synthesis of complex drug molecules, where its sulfonamide functionality can be further elaborated to achieve desired pharmacological effects.
Used in Anti-inflammatory Applications:
N-(4-bromophenyl)-4-methylbenzenesulfonamide is being studied for its potential anti-inflammatory properties, which could make it a candidate for the treatment of various inflammatory conditions.
Used in Antimicrobial Applications:
N-(4-bromophenyl)-4-methylbenzenesulfonamide is also being explored for its antimicrobial activity, indicating its potential use in the development of new antibiotics to combat resistant bacterial strains.
Used in Antitumor Applications:
N-(4-bromophenyl)-4-methylbenzenesulfonamide is under investigation for its antitumor activities, suggesting that it could be a promising agent in the fight against cancer.

InChI:InChI=1/C13H12BrNO2S/c1-10-2-8-13(9-3-10)18(16,17)15-12-6-4-11(14)5-7-12/h2-9,15H,1H3

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 106-40-1 4-bromo-aniline 
• 68-34-8 phenyl toluenesulfonamide 
• 589-87-7 1,4-bromoiodobenzene 
• 70-55-3 toluene-4-sulfonamide 
• 5467-74-3 4-Bromophenylboronic acid 
• 941-55-9 4-toluenesulfonyl azide 
• 104-15-4 toluene-4-sulfonic acid 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 21849-40-1 dibromamine-T 
• 586-78-7 para-nitrophenyl bromide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 3623-23-2 4-bromonitrosobenzene 
• 106-49-0 p-toluidine 

Downstream Products

• 121234-35-3 1,5-bis-[4-bromo-N-(toluene-4-sulfonyl)-anilino]-pentane 
• 875827-47-7 N-(4-bromo-phenyl)-N-(toluene-4-sulfonyl)-β-alanine 
• 119572-27-9 oxalic acid bis-[4-bromo-N-(toluene-4-sulfonyl)-anilide] 
• 104-15-4 toluene-4-sulfonic acid 
• 121086-19-9 (4-bromophenyl)isopropylamine 
• 32857-49-1 N-(4-bromophenyl)-N,4-dimethylbenzenesulfonamide 
• 5332-25-2 6-bromoquinoline 
• 333383-90-7 6-bromo-1-(toluene-4-sulfonyl)-1,2-dihydro-quinoline 
• 1133046-88-4 N-(2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-5-yl)-4-methylbenzenesulfonamide 
• 37051-70-0 4-methyl-N-(4-oxocyclohexa-2,5-dien-1-ylidene)benzenesulfonamide 
• 2050-23-9 diethyl suberate 
• 68-34-8 phenyl toluenesulfonamide 
• 1138239-43-6 4-[4-(toluene-4-sulfonylamino)-phenyl]-butyric acid ethyl ester 
• 51099-99-1 4.4'-(bis-p-toluenesulphonamido)benzidine 

Relevant academic research and scientific papers

Ligand-Controlled Regiodivergence for Catalytic Stereoselective Semireduction of Allenamides

Ligand-controlled regiodivergence has been developed for catalytic semireduction of allenamides with excellent chemo- and stereocontrol. This system also provides an example of catalytic regiodivergent semireduction of allenes for the first time. The divergence of the semireduction is enabled by ligand switch with the same palladium pre-catalyst under operationally simple and mild conditions. Monodentate ligand XPhos exclusively promotes selective 1,2-semireduction to afford allylic amides, while bidentate ligand BINAP completely switched the regioselectivity to 2,3-semireduction, producing (E)-enamide derivatives.

Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.

Immobilization of copper(II) into polyacrylonitrile fiber toward efficient and recyclable catalyst in Chan-Lam coupling reactions

A series of polyacrylonitrile fiber (PANF)-supported copper(II) catalysts were prepared through the immobilization of Cu(II) into prolinamide-modified PANF (PANPA-2F) and subsequently used for the synthesis of diverse N-arylimidazoles from arylboronic acids and imidazole. The prepared Cu(II)@PANPA-2Fs were well characterized by mechanical strength, FT-IR, XRD, XPS and SEM. Among them, CuCl2@PANPA-2F exhibited excellent catalytic performance, and its activity was significantly affected by the Cu loading. This catalytic system also displayed good activity in the synthesis of N-arylsulfonamides from arylboronic acids and tosyl azide. It was highly efficient in gram-scale reactions and could be reused five times. The advantages of low cost, easy preparation, good durability and facile recovery make the fiber catalyst attractive.

Metal-free one-pot synthesis of N-arylsulfonamides from nitroarenes and sodium sulfinates in an aqueous medium

A metal-free one-pot two-step synthesis of sulfonamides from readily available nitroarenes and sodium arylsulfinates in a mixture of methanol and water has been developed. In this procedure, the aryl amines were produced in situ by the reduction of nitroarenes mediated by diboronic acid, and then coupled with sodium arylsulfinates in the presence of iodine. A series of N-arylsulfonamides with various functional groups were obtained in moderate to good yields under the optimal reaction conditions. In addition, this one-pot process is applicable for gram-scale synthesis.

Enantioselective Synthesis of 3-Fluorochromanes via Iodine(I)/Iodine(III) Catalysis

The chromane nucleus is common to a plenum of bioactive small molecules where it is frequently oxidized at position 3. Motivated by the importance of this position in conferring efficacy, and the prominence of bioisosterism in drug discovery, an iodine(I)/iodine(III) catalysis strategy to access enantioenriched 3-fluorochromanes is disclosed (up to 7:93 e.r.). In situ generation of ArIF2 enables the direct fluorocyclization of allyl phenyl ethers to generate novel scaffolds that manifest the stereoelectronic gauche effect. Mechanistic interrogation using deuterated probes confirms a stereospecific process consistent with a type IIinv pathway.

KCC-1 aminopropyl-functionalized supported on iron oxide magnetic nanoparticles as a novel magnetic nanocatalyst for the green and efficient synthesis of sulfonamide derivatives

A new magnetic nanocatalyst (Fe3O4@KCC-1-npr-NH2) was synthesized directly through the reaction of Fe3O4@KCC-1 with (3-aminopropyl) triethoxysilane (APTES) using a hydrothermal protocol. Prepared nanocomposite was used as a magnetically reusable nanocatalyst for an efficient synthesis of a broad range of sulfonamide derivatives in water as a green solvent at room temperature and the products are collected by filtration with excellent yields (85–97%). The nanocatalyst could be remarkably recovered and reused after ten times without any significant decrease in activity. This mild and simple synthesis method offers some advantages including short reaction time, high yield and simple work-up procedure.

Nitrosoarenes as Nitrogen Source for Generation of Sulfonamides with the Insertion of Sulfur Dioxide under Metal-Free Conditions?

A metal-free reaction of nitrosoarenes, aryldiazonium tetrafluoroborates, and sulfur dioxide under mild conditions is developed, giving rise to sulfonamides in moderate to good yields. This transformation proceeds efficiently at room temperature in the presence of cyclohexa-1,4-diene with a broad reaction scope. Good functional group compatibility is observed, including cyano, halo, and ester. A plausible mechanism involving a radical process with the insertion of sulfur dioxide is proposed, and cyclohexa-1,4-diene serves as the reductant during the transformation.

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.

Copper-catalysed hydroamination of N-allenylsulfonamides: The key role of ancillary coordinating groups

A copper-catalysed hydroamination reaction of N-allenylsulfonamides with amines has been developed through a rational approach based on mechanistic studies. The reaction is promoted by a simple copper(I) catalyst and proceeds at room temperature with complete regioselectivity and excellent stereoselectivity towards linear (E)-N-(3-aminoprop-1-enyl)sulfonamides. Density Functional Theory (DFT) studies allow interpreting the key role of unsaturated substituents on nitrogen as ancillary coordinating moieties for the copper catalyst.

Aryltrifluoromethylative cyclization of unactivated alkenes by the use of PhICF3Cl under catalyst-free conditions

A concise and catalyst-free aryltrifluoromethylative cyclization of unactivated alkenes has been developed herein. The use of PhICF3Cl as a powerful trifluoromethylating agent allows easy transformations. A set of trifluoroethylated carbocycles and aza-hereocycles were efficiently synthesized in good yield and selectivity. A broad substrate scope, mild reaction conditions, and easy operation would make this method well-suited for applications.