368-50-3

Basic information

• Product Name: 3-Aminobenzenesulfonyl fluoride
• Synonyms: 3-Aminobenzenesulfonyl fluoride;3-azanylbenzenesulfonyl fluoride
• CAS NO: 368-50-3
• Molecular Formula: C₆H₆FNO₂S
• Molecular Weight: 175.1807
• Mol File: 368-50-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 301.5°Cat760mmHg
• Flash Point: 136.2°C
• Appearance: /
• Density: 1.43g/cm³
• Vapor Pressure: 0.00105mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 3-Aminobenzenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Aminobenzenesulfonyl fluoride(368-50-3)
• EPA Substance Registry System: 3-Aminobenzenesulfonyl fluoride(368-50-3)

Safety Data

• Hazardous Substances Data: 368-50-3(Hazardous Substances Data)

Usage

General Description

3-Aminobenzenesulfonyl fluoride is a chemical compound that is commonly used as a reagent in biochemical studies and in the synthesis of various pharmaceuticals. It is an organofluorine compound that is known for its ability to irreversibly inhibit serine proteases by binding to the active site of the enzyme. This makes it a valuable tool for studying the structure and function of these proteases. Additionally, it has been used as a precursor for the synthesis of diverse compounds with applications in the pharmaceutical industry. However,

InChI:InChI=1/C6H6FNO2S/c7-11(9,10)6-3-1-2-5(8)4-6/h1-4H,8H2

Upstream product

• 349-78-0 3-nitrobenzene-1-sulfonyl fluoride 
• 121-51-7 3-nitrobenzenesulphonyl chloride 
• 121-47-1 3-aminobenzenesulfonic acid 

Downstream Products

• 7470-75-9 3-amino-N-(pyrimidin-2-yl)benzenesulfonamide 
• 13908-51-5 3-[3-(2-Chloro-ethyl)-ureido]-benzenesulfonyl fluoride 
• 936091-26-8 N-tert-butyl-3-{5-methyl-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-pyrimidin-4-ylamino}-benzenesulfonamide 

Relevant articles and documents

A Broad-Spectrum Catalytic Amidation of Sulfonyl Fluorides and Fluorosulfates**

A broad-spectrum, catalytic method has been developed for the synthesis of sulfonamides and sulfamates. With the activation by the combination of a catalytic amount of 1-hydroxybenzotriazole (HOBt) and silicon additives, amidations of sulfonyl fluorides and fluorosulfates proceeded smoothly and excellent yields were generally obtained (87–99 %). Noticeably, this protocol is particularly efficient for sterically hindered substrates. Catalyst loading is generally low and only 0.02 mol % of catalyst is required for the multidecagram-scale synthesis of an amantadine derivative. In addition, the potential of this method in medicinal chemistry has been demonstrated by the synthesis of the marketed drug Fedratinib via a key intermediate sulfonyl fluoride 13. Since a large number of amines are commercially available, this route provides a facile entry to access Fedratinib analogues for biological screening.