7454-47-9

Basic information

• Product Name: Benzenesulfonamide, 4-chloro-N-phenyl-
• CAS NO: 7454-47-9
• Molecular Formula: C12H10ClNO2S
• Molecular Weight: 267.736
• Mol File: 7454-47-9.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-chloro-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-chloro-N-phenyl-(7454-47-9)
• EPA Substance Registry System: Benzenesulfonamide, 4-chloro-N-phenyl-(7454-47-9)

Safety Data

• Hazardous Substances Data: 7454-47-9(Hazardous Substances Data)

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 62-53-3 aniline 
• 4547-68-6 p-chlorobenzenesulfonyl azide 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 108-94-1 cyclohexanone 
• 183440-84-8 4-Chloro-benzenesulfonic acid cyano-dimethyl-methyl ester 
• 14248-65-8 p-chlorobenzenesulfonic anhydride 
• 1679-18-1 4-Chlorophenylboronic acid 
• 98-95-3 nitrobenzene 
• 59-88-1 phenylhydrazine hydrochloride 
• 873-55-2 sodium benzenesulfonate 
• 30066-82-1 N-chloro-p-chlorobenzenesulfonamide sodium salt 
• 98-80-6 phenylboronic acid 
• 71-43-2 benzene 

Downstream Products

• 920012-15-3 N-{1-[4-benzoyl-2-(3-bromo-propoxy)-phenyl]-ethyl}-4-chloro-N-phenyl-benzenesulfonamide 
• 920011-97-8 N-{1-[2-(3-bromo-propoxy)-phenyl]-ethyl}-4-chloro-N-phenyl-benzenesulfonamide 
• 16340-06-0 N-(Trichlormethyl-dithio)-p-chlor-benzolsulfonsaeure-anilid 
• 55455-06-6 4-chloro-benzenesulfonic acid-(2,4-dinitro-anilide) 
• 127-77-5 p-aminobenzenesulphonanilide 

Relevant articles and documents

Synthesis of N-(un)substituted-N-(2-methoxyphenyl/phenyl)-4-chlorobenzenesulfonamides as potent antibacterial derivatives

Sulfonamides belong to a biologically dynamic class of compounds with considerable importance for organic synthetic chemists. In the presented work, a benign series of chlorinated sulfonamides, 3a-b, was synthesized by coupling alkoxy (un) substituted ani

Copper-catalyzed synthesis of sulfonamides from nitroarenes: Via the insertion of sulfur dioxide

Nitroarenes are used as the coupling partners in the preparation of sulfonamides via the insertion of sulfur dioxide. A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range of sulfonamides in good to excellent yields with broad substrate scope. Various functional groups including hydroxyl, cyano, amino, and carbonyl are all tolerated. A plausible mechanism is proposed, showing that arylsulfinate is the intermediate and the copper-assisted interaction of the nitroarene and arylsulfinate is the key step. This approach is also extended to the late-stage modification of a currently marketed drug (flutamide).

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.