6419-73-4

Basic information

• Product Name: N-butyl-4-chlorobenzenesulfonamide
• Synonyms: benzenesulfonamide, N-butyl-4-chloro-; N-Butyl-4-chlorobenzenesulfonamide
• CAS NO: 6419-73-4
• Molecular Formula: C₁₀H₁₄ClNO₂S
• Molecular Weight: 247.7417
• Mol File: 6419-73-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 352.5°C at 760 mmHg
• Flash Point: 167°C
• Density: 1.229g/cm³
• Vapor Pressure: 3.81E-05mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: N-butyl-4-chlorobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-butyl-4-chlorobenzenesulfonamide(6419-73-4)
• EPA Substance Registry System: N-butyl-4-chlorobenzenesulfonamide(6419-73-4)

Safety Data

• Hazardous Substances Data: 6419-73-4(Hazardous Substances Data)

Upstream product

• 28394-36-7 4-<4-Chlor-phenyl>sulfonylamino-but-1-en 
• 98-66-8 4-chloro-benzenesulfonic acid 
• 109-73-9 N-butylamine 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 142-96-1 dibutyl ether 
• 98-60-2 4-chlorobenzenesulfonyl chloride 

Relevant articles and documents

Experimental and Computational Studies on Cp*CyRh(III)/KOPiv-Catalyzed Intramolecular Dehydrogenative Cross-Couplings for Building Eight-Membered Sultam/Lactam Frameworks

Described herein is an unusual Cp*CyRh(III)-catalyzed intramolecular site-specific aryl C-H annulation, a highly chemoselective protocol providing direct access to eight-membered sultams/lactams with broad substrate/functional group tolerance. Experimental and computational studies reveal that such a transformation involves a unique PivOH-assisted aryl C-H activation/alkene insertion/β-H elimination/hydrogen-transfer process involving the Rh(III)-hydride species as the active intermediate with the concomitant release of H2 as the major byproduct, thus enabling the developed Cp*CyRh(III) catalysis with redox-neutral and highly atom-economical features.

Mass spectrometry study of N-alkylbenzenesulfonamides with potential antagonist activity to potassium channels

Herein, we report the synthesis and mass spectrometry studies of several N-alkylbenzenesulfonamides structurally related to sulfanilic acid. The compounds were synthesized using a modified Schotten-Baumann reaction coupled with Meisenheimer arylation. Sequential mass spectrometry by negative mode electrospray ionization (ESI(-)-MS/MS) showed the formation of sulfoxylate anion (m/z 65) observed in the mass spectrum of p-chloro-N-alkylbenzenesulfonamides. Investigation of the unexpected loss of two water molecules, as observed by electron ionization mass spectrometry (EI-MS) analysis of p-(N-alkyl)lactam sulfonamides, led to the proposal of corresponding fragmentation pathways. These compounds showed loss of neutral iminosulfane dioxide molecule (M-79) with formation of ions observed at m/z 344 and 377. These ions were formed by rearrangement on ESI(+)-MS/MS analysis. Some of the molecules showed antagonistic activity against Kv3.1 voltage-gated potassium channels.

TiCl4-mediated direct N-alkylation of sulfonamides with inactive ethers

A TiCl4-mediated intermolecular or intramolecular direct N-alkylation reaction of sulfonamides with inactive ethers as alkylating agents was successfully achieved. This method provides a novel approach towards N-alkyl sulfonamides from inactive ethers via an easy workup procedure. Georg Thieme Verlag Stuttgart · New York.