158471-23-9

Basic information

• Product Name: Benzenesulfonamide, N-(2-furanylphenylmethyl)-4-methyl-
• CAS NO: 158471-23-9
• Molecular Formula: C18H17NO3S
• Molecular Weight: 327.404
• Mol File: 158471-23-9.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-(2-furanylphenylmethyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-(2-furanylphenylmethyl)-4-methyl-(158471-23-9)
• EPA Substance Registry System: Benzenesulfonamide, N-(2-furanylphenylmethyl)-4-methyl-(158471-23-9)

Safety Data

• Hazardous Substances Data: 158471-23-9(Hazardous Substances Data)

Upstream product

• 934-56-5 trimethyl(phenyl)stannane 
• 13707-47-6 2-furaldehyde tosylimine 
• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 
• 328-57-4 methyldifluorophenylsilane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 98-80-6 phenylboronic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 188772-74-9 (S)-(furan-2-yl)(phenyl)methanamine 
• 108-86-1 bromobenzene 
• 98-01-1 furfural 
• 70-55-3 toluene-4-sulfonamide 
• 235787-73-2 2-[azido(phenyl)methyl]furan 
• 60907-91-7 2-furyl(phenyl)methanol 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 

Downstream Products

• 1401078-63-4 C₃₀H₂₇NO₅S 
• 1380338-00-0 C₃₀H₂₇NO₅S 
• 1213779-03-3 (2S)-1-(4-methylphenylsulfonyl)-2-phenyl-1,6-dihydro-3-(2H)-pyridinone 
• 1213779-04-4 (2S)-1-(4-Methylphenylsulfonyl)-2-phenylpiperidin-3-one 
• 1620023-58-6 C₁₈H₁₇NO₄S 
• 235787-75-4 6-hydroxy-2-phenyl-1-(4-tolylsulfonyl)-1,6-dihydro-2H-pyridin-3-one 
• 235787-78-7 6-phenyl-1-(4-tolylsulfonyl)-1,6-dihydropyridine-2,5-dione 

Relevant articles and documents

Rhodium-catalyzed and sonication-accelerated addition of aryltin and aryllead reagents to imines in air and water

In the presence of a rhodium catalyst, imines (1a-k) react with phenyltrimethyltin 2a or phenyltrimethyllead 2b in water and air under ultrasonic irradiation at 35°C to give the corresponding diarylmethylamines (3a-k) in good yields.

Enantioselective synthesis of arylglycine derivatives by Asymmetric Addition of arylboronic acids to imines

Rhodium-catalyzed enantioselective 1,2-additions of arylboronic acids to N-tosyl furanylimine and lithium 5-methyl-2-furanyltriolborate to N-tosyl arylimines giving aryl(2-furanyl)methanamines were developed for enantioselective synthesis of arylglycines

Heterogeneous Chiral Diene-Rh Complexes for Asymmetric Arylation of α,β-Unsaturated Carbonyl Compounds, Nitroalkenes, and Imines

A chiral diene ligand with tertiary alkyl amine-derived secondary amide moiety was immobilized on cross-linked polystyrene (PS) by radical polymerization, which was combined with Rh to form heterogeneous chiral Rh complexes (PS-diene Rh?Cl). PS-diene Rh?Cl catalyzed asymmetric arylation reactions of α,β-unsaturated carbonyl compounds (ketones, esters, and amides), nitroalkenes, and imines afforded the desired products in high yields with excellent enantioselectivities. PS-diene Rh?Cl is stable in air, can be stored for several months, and can be reused more than 10 times without any reduction of either yield or enantioselectivity. We also developed a method of activation of PS-diene Rh?Cl to generate more active species. (Figure presented.).

Asymmetric Arylation of Imines Catalyzed by Heterogeneous Chiral Rhodium Nanoparticles

Asymmetric arylation of aldimines catalyzed by heterogeneous chiral rhodium nanoparticles has been developed. The reaction proceeded in aqueous media without significant decomposition of the imines by hydrolysis to afford chiral (diarylmethyl)amines in high yields with outstanding enantioselectivities. This catalyst system exhibited the highest turnover number (700) in heterogeneous catalysts reported to date for these reactions. The reusability of the catalyst was also demonstrated.

Biomass derived furfural-based facile synthesis of protected (2S)-phenyl-3-piperidone, a common intermediate for many drugs

An efficient synthetic route towards tosyl-protected (2S)-phenyl-3- piperidone, a common intermediate for many drugs, has been developed in 5 steps in 54% yield from biomass derived furfural. The synthetic utility of the piperidone core structure was demonstrated with the synthesis of a NK 1 receptor antagonist. This journal is the Partner Organisations 2014.