4750-28-1

Basic information

• Product Name: N-(4-Chlorophenyl)benzenesulfonamide
• Synonyms: Benzenesulfonanilide,4'-chloro- (7CI,8CI); 4'-Chlorobenzenesulfonanilide;N-(4-Chlorophenyl)benzenesulfonamide; N-(p-Chlorophenyl)benzenesulfonamide; NSC62066
• CAS NO: 4750-28-1
• Molecular Formula: C₁₂H₁₀ClNO₂S
• Molecular Weight: 267.74
• Mol File: 4750-28-1.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 407.7°Cat760mmHg
• Flash Point: 200.4°C
• Appearance: Pale purple/Solid
• Density: 1.405g/cm³
• Vapor Pressure: 7.39E-07mmHg at 25°C
• Refractive Index: 1.641
• CAS DataBase Reference: N-(4-Chlorophenyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Chlorophenyl)benzenesulfonamide(4750-28-1)
• EPA Substance Registry System: N-(4-Chlorophenyl)benzenesulfonamide(4750-28-1)

Safety Data

• Hazardous Substances Data: 4750-28-1(Hazardous Substances Data)

Usage

General Description

N-(4-Chlorophenyl)benzenesulfonamide, also known as 4-Chloro-N-phenylbenzenesulfonamide, is a chemical compound with the molecular formula C12H10ClNO2S. It is a sulfonamide derivative that is often used as a pharmaceutical intermediate in the synthesis of various drugs. N-(4-Chlorophenyl)benzenesulfonamide has potential applications in the field of medicinal chemistry and drug discovery, particularly in the development of antimicrobial and antitumor agents. N-(4-Chlorophenyl)benzenesulfonamide is a white to off-white powder that is sparingly soluble in water but soluble in organic solvents, making it suitable for use in various chemical reactions and pharmaceutical formulations.

InChI:InChI=1/C12H10ClNO2S/c13-10-6-8-11(9-7-10)14-17(15,16)12-4-2-1-3-5-12/h1-9,14H

Upstream product

• 106-47-8 4-chloro-aniline 
• 98-09-9 benzenesulfonyl chloride 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 10026-13-8 phosphorus pentachloride 
• 7732-18-5 water 
• 134305-16-1 N-chloro-N-phenylbenzenesulphonamide 
• 873-55-2 sodium benzenesulfonate 
• 100-00-5 4-chlorobenzonitrile 
• 98-80-6 phenylboronic acid 
• 603-33-8 triphenylbismuthane 
• 98-10-2 benzenesulfonamide 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 1831-60-3 2-phenylsulfonylamino-5-chloroaniline 
• 862876-04-8 N-(4-chlorophenyl)-2-methyl-2-phenylpropanamide 
• 1097201-85-8 N-(4-chlorophenyl)-3,5-dinitro-N-(phenylsulfonyl)benzamide 
• 117309-41-8 [Benzenesulfonyl-(4-chloro-phenyl)-amino]-acetic acid 
• 418806-66-3 [benzenesulfonyl-(4-chloro-phenyl)-amino]-acetic acid methyl ester 
• 312-63-0 N-(4-fluorophenyl)benzenesulfonamide 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 735-58-0 2-phenylsulfonylamino-5-chloro-1-nitrobenzene 

Relevant articles and documents

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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).

Straightforward Sulfonamidation via Metabisulfite-Mediated Cross Coupling of Nitroarenes and Boronic Acids under Transition-Metal-Free Conditions?

A straightforward multicomponent sulfonamidation of nitroarenes, sodium metabisulfite and boronic acids was established under transition-metal-free conditions to access diverse sulfonamides from readily available and low-cost materials modularly. Inorganic salt sodium metabisulfite not only served as a sulfur dioxide source, but also played a key role for both activator and reductant during sulfonamidation. Notably, naturally occurring biomolecules and pharmaceuticals with multiple heteroatoms and sensitive functional groups were intensively investigated in this transformtion providing versatile sulfonamides collectively. Further mechanistic studies demonstrated that nitrosoarene is the key intermediate, and the activation of boronic acid is the rate-determining step in the transformation.