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

• 4056-56-8 N-(phenylsulfonyl)-1,4-benzoquinone monoimine 
• 121-45-9 phosphorous acid trimethyl ester 
• 98-10-2 benzenesulfonamide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 98-09-9 benzenesulfonyl chloride 
• 100-17-4 para-methoxynitrobenzene 
• 98-80-6 phenylboronic acid 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 104-94-9 4-methoxy-aniline 
• 637-69-4 4-Methoxystyrene 
• 873-55-2 sodium benzenesulfonate 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 1178125-92-2 2-bromo-N-(4-methoxyphenyl)benzenesulfonamide 
• 1864-94-4 phenyl formate 

Downstream Products

• 134950-16-6 N-(4-Ethoxy-4-methoxy-cyclohexa-2,5-dienylidene)-benzenesulfonamide 
• 30765-81-2 N-allyl-N-(4-methoxyphenyl)benzenesulfonamide 
• 14665-62-4 4--1-methoxybenzene 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 862876-03-7 N-(4-methoxyphenyl)-2-methyl-2-phenylpropanamide 
• 940447-63-2 N-(4-methoxyphenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide 
• 3753-58-0 (4-methoxyphenyl) benzenesulfonate 
• 27188-21-2 N-(2-amino-4-methoxyphenyl)benzenesulfonamide 
• 134305-19-4 N-(1-methyl-1H-pyrrol-2-yl)-N-(4-methoxyphenyl)benzenesulphonamide 
• 117309-43-0 [Benzenesulfonyl-(4-methoxy-phenyl)-amino]-acetic acid 
• 89168-48-9 N-Benzyl-N-benzolsulfonyl-p-anisidin 
• 5464-08-4 N-(4-methoxy-2-nitrophenyl)benzenesulfonamide 
• 189951-29-9 N-(2-propynyl)-N-(4-methoxyphenyl)benzenesulfonamide 
• 96875-66-0 N-nitroso-p-methoxy-benzenesulfonanilide 

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.

Ultrasound-assisted one-pot three-component synthesis of new isoxazolines bearing sulfonamides and their evaluation against hematological malignancies

In the present study, following a one-pot two-step protocol, we have synthesized novel sulfonamides-isoxazolines hybrids (3a-r) via a highly regioselective 1,3-dipolar cycloaddition. The present methodology capitalized on trichloroisocyanuric acid (TCCA) as a safe and ecological oxidant and chlorinating agent for the in-situ conversion of aldehydes to nitrile oxides in the presence of hydroxylamine hydrochloride, under ultrasound activation. These nitrile oxides could be engaged in 1,3-dipolar cycloaddition reactions with various alkene to afford the targeted sulfonamides-isoxazolines hybrids (3a-r). The latter were assessed for their antineoplastic activity against model leukemia cell lines (Chronic Myeloid Leukemia, K562 and Promyelocytic Leukemia, HL-60).

Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor

Novel approaches for N- and O-desulfonylation under room temperature (rt) and transition-metal-free conditions have been developed. The first methodology involves the transformation of a variety of N-sulfonyl heterocycles and phenyl benzenesulfonates to the corresponding desulfonylated products in good to excellent yields using only KOtBu in dimethyl sulfoxide (DMSO) at rt. Alternately, a visible light method has been used for deprotection of N-methyl-N-arylsulfonamides with Hantzsch ester (HE) anion serving as the visible-light-absorbing reagent and electron and hydrogen atom donor to promote the desulfonylation reaction. The HE anion can be easily prepared in situ by reaction of the corresponding HE with KOtBu in DMSO at rt. Both protocols were further explored in terms of synthetic scope as well as mechanistic aspects to rationalize key features of desulfonylation processes. Furthermore, the HE anion induces reductive dehalogenation reaction of aryl halides under visible light irradiation.