5918-68-3

Basic information

• Product Name: N-(4-broMophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-diMethyl-benzenesulfonaMide
• Synonyms: N-(4-broMophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-diMethyl-benzenesulfonaMide;(E)-N-(thiophen-2-ylMethylene)aniline;[(2-Thienyl)methylidene]phenylamine;N-(2-Thienylmethylidene)aniline
• CAS NO: 5918-68-3
• Molecular Formula: C₁₁H₉NS
• Molecular Weight: 514.84028
• Mol File: 5918-68-3.mol
• Article Data: 63

Chemical Properties

• Melting Point: >360℃
• Boiling Point: 669.9°C at 760 mmHg
• Flash Point: 358.9°C
• Appearance: /
• Density: 1.571g/cm³
• Vapor Pressure: 8.31E-18mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: N-(4-broMophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-diMethyl-benzenesulfonaMide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-broMophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-diMethyl-benzenesulfonaMide(5918-68-3)
• EPA Substance Registry System: N-(4-broMophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-diMethyl-benzenesulfonaMide(5918-68-3)

Safety Data

• Hazardous Substances Data: 5918-68-3(Hazardous Substances Data)

Usage

General Description

N-(4-bromophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-dimethyl-benzenesulfonamide is a chemical compound with the molecular formula C20H18BrClN2O4S2. It is an organic sulfonamide compound that contains bromine, chlorine, and methyl groups attached to a benzene ring. N-(4-bromophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-dimethyl-benzenesulfonamide is commonly used as a reagent in organic synthesis and pharmaceutical research. Its sulfonyl group makes it a potent inhibitor of carbonic anhydrase enzymes, which are involved in the regulation of pH in various biological processes. N-(4-bromophenyl)-3-(4-chlorophenyl)sulfonyl-2,5-dimethyl-benzenesulfonamide's specific structure and properties make it useful in the development of new drugs and treatments for various medical conditions. However, it is important to handle and use this chemical with caution, as it may pose risks to human health and the environment.

InChI:InChI=1/C20H17BrClNO4S2/c1-13-11-19(28(24,25)18-9-5-16(22)6-10-18)14(2)20(12-13)29(26,27)23-17-7-3-15(21)4-8-17/h3-12,23H,1-2H3

Upstream product

• 2910-81-8 3-(2'-thienyl)acrylophenone 
• 64-10-8 phenyl carbamate 
• 2780-52-1 (Z)-N-phenyl-1-(thiophen-2-yl)methanimine oxide 
• 536-74-3 phenylacetylene 
• 636-72-6 2-thiophenemethanol 
• 62-53-3 aniline 
• 98-03-3 thiophene-2-carbaldehyde 
• 27757-85-3 2-Aminomethylthiophene 
• 98-95-3 nitrobenzene 
• 3768-55-6 N-trimethylsilylaniline 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 6780-49-0 ethyl N-phenylformimidate 
• 538-51-2 benzylidene phenylamine 

Downstream Products

• 20364-68-5 (4-phenyl-2-(thiophen-2-yl)quinoline) 
• 123209-14-3 N-(2-furanyl-2-thienylmethyl)aniline 
• 81994-43-6 2-(phenylamino)-2-(thiophen-2-yl)acetonitrile 
• 473929-75-8 phenyl-thiophen-2-ylmethyl-triethylsilanyl-amine 
• 34243-33-9 2-thiophen-2-yl-quinoline 
• 16178-21-5 4,5-diphenyl-2-[4-(trans-2-thiophen-2-yl-vinyl)-phenyl]-oxazole 
• 16157-40-7 2,5-bis-[4-(trans-2-thiophen-2-yl-vinyl)-phenyl]-[1,3,4]oxadiazole 
• 16143-40-1 2-[4-(trans-2-thiophen-2-yl-vinyl)-phenyl]-benzooxazole 

Relevant articles and documents

Visible-Light-Induced Cycloaddition of α-Ketoacylsilanes with Imines: Facile Access to β-Lactams

We report the synthesis of β-lactams from α-ketoacylsilanes and imines, which proceeds via a formal [2+2] photochemical cycloaddition with in situ generation of siloxyketene. This mild and operationally simple reaction proceeds in an atom-economic fashion with broad substrate scope, including aldimines, ketimines, hydrazones, and fused nitrogen heterocycles, affording a variety of important β-lactams with satisfactory diastereoselectivities in most cases. This reaction also features good functional-group tolerance, facile scalability and product diversification. Experimental and computational studies suggest that α-ketoacylsilanes can serve as photochemical precursors by engaging in a 1,3 silicon shift to the distal carbonyl group.

Nickel Complexes Bearing N,N,O-Tridentate Salicylaldiminato Ligand: Efficient Catalysts for Imines Formation via Dehydrogenative Coupling of Primary Alcohols with Amines

Treatment of salicylaldiminato ligand L1H-L2H (L1H = 2,4-di-tert-butyl-6-((quinolin-8-ylimino)methyl)phenol; L2H = 2,4-di-tert-butyl-6-(((2-(diethylamino)ethyl)imino)methyl)phenol) with Ni(OAc)2·4H2O in refluxing ethanol afforded nickel complexes [(L1)Ni(OAc)] (1) and [(L2)Ni(OAc)] (2), respectively. Reaction of L3H (L3H = (2,4-di-tert-butyl-6-(((2-(pyridin-2-yl)ethyl)imino)methyl)phenol)) with Ni(OAc)2·4H2O in the presence of excess triethylanmine gave the dual ligands coordinated nickel complex [(L2)2Ni] (3). Complexes 1-3 were well characterized by high-resolution mass spectrometry, infrared spectroscopy, elemental analysis, and X-ray diffraction analysis. All the three Ni(II) complexes exhibited efficient activity and good selectivity in the acceptorless dehydrogenative coupling of alcohols and amines to produce imines and diimines. The present protocol provides an atom-economical and sustainable route for the synthesis of various imine derivatives by employing an earth-abundant nickel salt and easily prepared salicylaldiminato ligands.

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.