625470-36-2

Basic information

• Product Name: N-BENZYL 3-BROMOBENZENESULFONAMIDE
• Synonyms: N-BENZYL 3-BROMOBENZENESULFONAMIDE;N-BENZYL-3-BROMOBENZENESULPHONAMIDE;N-Benzyl-3-bromobenzenesulphonamide 96%;N-Benzyl-3-bromobenzenesulphonamide96%
• CAS NO: 625470-36-2
• Molecular Formula: C₁₃H₁₂BrNO₂S
• Molecular Weight: 326.21
• Product Categories: blocks;Bromides;Sulfonamides
• Mol File: 625470-36-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 78-82
• Boiling Point: 457.9 °C at 760 mmHg
• Flash Point: 230.7 °C
• Appearance: /
• Density: 1.503 g/cm³
• Vapor Pressure: 1.44E-08mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: Keep Cold
• PKA: 10.45±0.30(Predicted)
• CAS DataBase Reference: N-BENZYL 3-BROMOBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL 3-BROMOBENZENESULFONAMIDE(625470-36-2)
• EPA Substance Registry System: N-BENZYL 3-BROMOBENZENESULFONAMIDE(625470-36-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 625470-36-2(Hazardous Substances Data)

Usage

General Description

N-Benzyl 3-bromobenzenesulfonamide is a chemical compound that consists of a benzene ring attached to a sulfonamide group with a benzyl group attached to the nitrogen atom. The presence of the bromine atom on the benzene ring confers unique chemical properties to the compound, making it useful in various chemical reactions and pharmaceutical applications. It is commonly used as a building block in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. Additionally, the compound may exhibit biological activity, making it of interest in medicinal chemistry research. Its specific properties and potential applications make N-benzyl 3-bromobenzenesulfonamide a valuable chemical in the field of organic chemistry.

InChI:InChI=1/C13H12BrNO2S/c14-12-7-4-8-13(9-12)18(16,17)15-10-11-5-2-1-3-6-11/h1-9,15H,10H2

Upstream product

• 2905-24-0 3-Bromobenzenesulfonyl chloride 
• 100-46-9 benzylamine 
• 22033-09-6 3-bromobenzene-1-sulfonic acid 

Downstream Products

• 1166183-04-5 tert-butylbenzyl[(3-bromophenyl)sulfonyl]carbamate 

Relevant articles and documents

3-cyclopropyl benzenesulfonyl benzylamine and synthesis method thereof

The invention relates to a 3-cyclopropyl benzenesulfonyl benzylamine and a synthesis method therepf, the preparation method comprises the following steps: dissolving 3-bromobenzenesulfonic acid and benzylamine in pyridine, then adding a condensing agent EDC-HCl, and carrying out a reaction for 2 to 3 h at a temperature of 50 to 80 DEG C so as to obtain 3-bromo-N-benzylbenzenesulfonamide; dissolving 3-bromo-N-benzylbenzenesulfonamide into a dioxane solution; adding cyclopropylboronic acid, sodium carbonate, water and Pd(dppf) Cl2, reacting a mixed system in a nitrogen atmosphere at 110 DEG C for 8-10 hours, and carrying out post-treatment to obtain the 3-cyclopropylbenzenesulfonyl benzylamine. The preparation method has the advantages of relatively mild conditions, easy treatment and purification of the product, and suitability for batch preparation.

Methylprenyl and prenyl protection for sulfonamides

2-Methylprenyl (MePre) is an efficient protection for sulfonamides. The acidic cleavage of this group leads to volatile by-products and the product can be obtained in high purity without additional purification. MePre group is resistant to Pd/C-catalysed hydrogenolysis at 1 atm, Suzuki-Miyaura reaction, Ni(0) catalysis conditions and oxidising reagents such as NIS and DDQ. The prenyl (Pre) group can also be used to protect sulfonamides in certain cases; however, the substrate scope is limited due to the side product formation.