312-52-7

Basic information

• Product Name: 4-Fluoro-N-phenyl-benzenesulfonamide
• Synonyms: 4-Fluoro-N-phenyl-benzenesulfonamide;N-Phenyl 4-fluorobenzenesulfonamide
• CAS NO: 312-52-7
• Molecular Formula: C₁₂H₁₀FNO₂S
• Molecular Weight: 251.28
• Mol File: 312-52-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 376.7 °C at 760 mmHg
• Flash Point: 181.6 °C
• Appearance: /
• Density: 1.374 g/cm³
• Vapor Pressure: 7.1E-06mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: 2-8°C
• PKA: 7.80±0.10(Predicted)
• CAS DataBase Reference: 4-Fluoro-N-phenyl-benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-N-phenyl-benzenesulfonamide(312-52-7)
• EPA Substance Registry System: 4-Fluoro-N-phenyl-benzenesulfonamide(312-52-7)

Safety Data

• Hazardous Substances Data: 312-52-7(Hazardous Substances Data)

Usage

General Description

4-Fluoro-N-phenyl-benzenesulfonamide is a chemical compound with the molecular formula C12H10FNO2S. It is an organic chemical belonging to the group of benzenesulfonamides and contains a fluorine atom, a phenyl group, and a sulfonamide functional group. 4-Fluoro-N-phenyl-benzenesulfonamide is commonly used in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of dyes and pigments. It is known for its significant pharmacological properties, including anti-inflammatory and analgesic effects. 4-Fluoro-N-phenyl-benzenesulfonamide is considered a valuable intermediate in organic synthesis and is used in various research and industrial applications.

InChI:InChI=1/C12H10FNO2S/c13-10-6-8-12(9-7-10)17(15,16)14-11-4-2-1-3-5-11/h1-9,14H

Upstream product

• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 62-53-3 aniline 
• 368-85-4 4-fluorobenzenesulfonyl fluoride 
• 349-89-3 p-chlorobenzenesulfonyl fluoride 
• 402-46-0 4-fluorophenylsulphonamide 
• 108-94-1 cyclohexanone 
• 824-80-6 sodium 4-fluorobenzenesulfinate 
• 98-95-3 nitrobenzene 
• 873-55-2 sodium benzenesulfonate 
• 3895-25-8 4-fluorophenylsulfonyl isocyanate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 59-88-1 phenylhydrazine hydrochloride 
• 437-29-6 tris(4-fluorophenyl)bismuthane 
• 1765-93-1 4-fluoroboronic acid 

Downstream Products

• 920011-98-9 N-{1-[2-(3-bromo-propoxy)-phenyl]-ethyl}-4-fluoro-N-phenyl-benzenesulfonamide 
• 106914-80-1 N-phenylmercuro-4-fluorobenzenesulfonanilide 

Relevant articles and documents

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).

Preparation method of sulfamide compound

The invention belongs to the technical field of organic chemistry, and particularly relates to a preparation method of a sulfamide compound, wherein the structure of the sulfamide compound synthesizedby the method is characterized and confirmed by H NMR and C NMR. The method comprises the following steps: in an organic solvent, carrying out a reaction on an aryl diazonium salt, a sulfur dioxide solid complex and an aryl nitroso compound in the presence of a reducing agent under a heating condition, wherein the diazonium salt and the sulfur dioxide solid complex act to generate aryl sulfonyl free radicals, and then the aryl nitroso compound is attacked; and reducing the generated hydroxylamine to obtain the sulfamide compound. The preparation method of the compound has the advantages of mild conditions, simplicity, high efficiency, no need of catalysts, no need of pre-synthesis of sulfonyl chloride or sodium sulfonate reagents, wide substrate application range, strong functionalgroup compatibility, convenience in separation and purification, and excellent industrial and medicinal chemical application values.

Synthesis of N-phenylsulfonamide derivatives and investigation of some esterase enzymes inhibiting properties

In this study, synthesis of nine N-phenylsulfonamide derivatives was designed by starting from aniline, which is the simplest aromatic amine. These compounds were obtained in yields between 69 and 95%. Inhibitory properties of synthesized compounds on car