7471-26-3

Basic information

• Product Name: N-(4-methoxyphenyl)benzenesulfonamide
• Synonyms: N-(4-methoxyphenyl)benzenesulfonamide
• CAS NO: 7471-26-3
• Molecular Formula: C₁₃H₁₃NO₃S
• Molecular Weight: 263.31222
• Mol File: 7471-26-3.mol
• Article Data: 46

Chemical Properties

• Melting Point: 88-89 °C
• Boiling Point: 417.8°Cat760mmHg
• Flash Point: 206.5°C
• Appearance: /
• Density: 1.299g/cm³
• PKA: 9.39±0.10(Predicted)
• CAS DataBase Reference: N-(4-methoxyphenyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)benzenesulfonamide(7471-26-3)
• EPA Substance Registry System: N-(4-methoxyphenyl)benzenesulfonamide(7471-26-3)

Safety Data

• Hazardous Substances Data: 7471-26-3(Hazardous Substances Data)

Usage

General Description

N-(4-methoxyphenyl)benzenesulfonamide is a chemical compound that belongs to the class of sulfonamides, which are a group of organic compounds containing a sulfur atom attached to a nitrogen atom of a functional group. This particular compound consists of a benzene ring with a sulfonamide group and a methoxy group attached to it. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and has been studied for its potential anti-inflammatory and antimicrobial properties. Additionally, it has also been investigated for its potential use in the treatment of certain diseases, such as cancer and diabetes.

Upstream product

• 36071-24-6 4-benzenesulfonylamino-benzenediazonium-betaine 
• 104-94-9 4-methoxy-aniline 
• 98-09-9 benzenesulfonyl chloride 
• 4056-56-8 N-(phenylsulfonyl)-1,4-benzoquinone monoimine 
• 121-45-9 phosphorous acid trimethyl ester 
• 6839-23-2 2-cyano-2-propyl benzenesulfonate 
• 2101-87-3 p-methoxy-phenylazide 
• 98-10-2 benzenesulfonamide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 150081-90-6 Dimethyl <2-hydroxy-5-phenyl>phosphonate 
• 696-62-8 para-iodoanisole 
• 670-98-4 methyl benzenesulfinate 
• 14934-04-4 N-(4-methoxyphenyl)benzenesulfinamide 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 5464-08-4 N-(4-methoxy-2-nitrophenyl)benzenesulfonamide 
• 135490-00-5 N-benzenesulfonyl-N-acetyl-p-anisidide 
• 134950-16-6 N-(4-Ethoxy-4-methoxy-cyclohexa-2,5-dienylidene)-benzenesulfonamide 
• 106-51-4 p-benzoquinone 
• 94675-64-6 N-Benzolsulfonyl-N-(4-methoxy-phenyl)-glycin-aethylester 
• 96875-66-0 N-nitroso-p-methoxy-benzenesulfonanilide 
• 189951-29-9 N-(2-propynyl)-N-(4-methoxyphenyl)benzenesulfonamide 
• 89168-48-9 N-Benzyl-N-benzolsulfonyl-p-anisidin 
• 117309-43-0 [Benzenesulfonyl-(4-methoxy-phenyl)-amino]-acetic acid 
• 134305-19-4 N-(1-methyl-1H-pyrrol-2-yl)-N-(4-methoxyphenyl)benzenesulphonamide 
• 27188-21-2 N-(2-amino-4-methoxyphenyl)benzenesulfonamide 
• 3753-58-0 (4-methoxyphenyl) benzenesulfonate 
• 940447-63-2 N-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide 
• 862876-03-7 N-(4-methoxyphenyl)-2-methyl-2-phenylpropanamide 

Relevant articles and documents

Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration

We describe a new strategy for aminoarylation of alkenes by copper-catalyzed smiles rearrangement using O-benzoylhydroxylamines as the amine reagent. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

Synthesis of magnetic chitosan supported metformin-Cu(II) complex as a recyclable catalyst for N-arylation of primary sulfonamides

The application of chitosan, which has received much attention as a natural polymer and effective support, has many advantages such as biodegradability and biocompatibility. In this study, the immobilization of a copper complex on the magnetic chitosan bearing metformin ligand has been developed through immobilizing structurally defined metformin with long tail of (3-chloropropyl)trimethoxysilane (TMOS). The synthesized Fe3O4-chitosan@metformin-Cu(II) complex (Fe3O4-CS@Met-Cu(II)) was used as an effective, reusable and magnetic catalyst in the N-arylation of different derivatives of primary sulfonamides with arylboronic acids in ethanol. The primary sulfonamides were prepared from the reaction of sulfonyl chlorides with sodium cyanate in water under ultrasonic irradiation. Utilizing a wide variety of substrates in EtOH as a green solvent, high yields of the primary and secondary sulfonamides, easy work-up along with the excellent recovery and reusability of the catalyst, make this process a simple, economic and environmentally benign method. The synthesized Fe3O4-CS@Met-Cu(II) was characterized using various techniques such as XRD (X-ray diffraction), EDS (energy-dispersive X-ray spectroscopy), elemental mapping, TEM (transmission electron microscopy), FESEM (field emission scanning electron microscopy), VSM (vibrating sample magnetometer), ICP-MS (inductively coupled plasma mass spectroscopy), TGA (thermogravimetric analysis) and FT-IR (Fourier-transform infrared spectroscopy) analyses. The catalyst can be recycled and reused 5 times with no considerable loss of catalytic activity.

Sequential C-S and S-N Coupling Approach to Sulfonamides

A one-pot three-component reaction involving nitroarenes, (hetero)arylboronic acids, and potassium pyrosulfite leading to sulfonamides was described. A broad range of sulfonamides bearing different reactive functional groups were obtained in good to excellent yields through sequential C-S and S-N coupling that does not require metal catalysts.