296273-08-0

Basic information

• Product Name: Benzenesulfonamide, N-(2-iodophenyl)-4-nitro-
• CAS NO: 296273-08-0
• Molecular Formula: C12H9IN2O4S
• Molecular Weight: 404.185
• Mol File: 296273-08-0.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-(2-iodophenyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-(2-iodophenyl)-4-nitro-(296273-08-0)
• EPA Substance Registry System: Benzenesulfonamide, N-(2-iodophenyl)-4-nitro-(296273-08-0)

Safety Data

• Hazardous Substances Data: 296273-08-0(Hazardous Substances Data)

Upstream product

• 615-43-0 2-iodophenylamine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 62-53-3 aniline 

Downstream Products

• 900537-30-6 N-(2-iodophenyl)-N-methyl-4-nitrobenzenesulfonamide 
• 1433218-75-7 N-(2-bromoethyl)-N-(2-iodophenyl)-4-nitrobenzenesulfonamide 
• 22191-17-9 C₁₄H₁₂N₂O₄S₂ 
• 57056-93-6 N-methyl-2-iodoaniline 
• 3406-75-5 2-(4-nitrophenylthio)acetic acid 

Relevant articles and documents

Deacetylative Aryl Migration of Diaryliodonium Salts with C(sp2)-N Bond Formation toward ortho-Iodo N-Aryl Sulfonamides

An unprecedented approach of metal-free C(sp2)-N bond formation via deacetylation/intramolecular aryl migration is demonstrated with novel N-sulfonamide substituted diaryliodonium salts. The reaction provides a variety of ortho-iodo N-aryl sulf

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Isothiourea-Catalyzed Atroposelective N-Acylation of Sulfonamides

We report herein an atroposelective N-acylation of sulfonamides using a commercially available isothiourea catalyst, (S)-HBTM, with a simple procedure. The N-sulfonyl anilide products can be obtained in good to high enantiopurity, which represents a new axially chiral scaffold. The application of the product as a chiral iodine catalyst is also demonstrated for the asymmetric α-oxytosylation of propiophenone.

Synthesis of biaryls via intramolecular free radical ipso-substitution reactions

A variety of functionalised biaryls and heterobiaryls are prepared by intramolecular free radical [1,5]-ipso-substitution using sulfonamide and sulfonate derived tethering chains. The overall efficiency of the process is determined by appropriately positioned substituents on the aromatic acceptor ring. The extension of the process to benzylic sulfonates and their corresponding N-methylsulfonamide alternatives as substrates in potential [1,6]-ipso-substitution reactions leads mainly to the alternative [1,7] addition products.

Synthesis of 11a- N -Arylsulfonyl-5-carbapterocarpans (Tetrahydro-5 H -benzo[ a ]carbazoles) by Azaarylation of Dihydronaphthalenes with o -Iodo- N -(Arylsulfonyl)anilines in Poly(ethylene glycol)

11a-N-Arylsulfonyl-5-carbapterocarpans (tetrahydro-5H-benzo[a]carbazoles) were synthesized by palladium-catalyzed azaarylation of dihydronaphthalenes with o-iodo-N-(arylsulfonyl)anilines in poly(ethylene glycol) (PEG-400). Better chemical yields (moderate

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Highly specific N-monomethylation of primary aromatic amines

A synthetic methodology for the specific conversion of primary aromatic amines into their N-monomethyl derivatives under very mild conditions is presented. Anilines are treated with 4-nitrobenzenesulfonyl (nosyl) chloride to generate the corresponding sulfonamides 2 in high yields. The subsequent N-methylation reaction of the sulfonamides 2 with a solution of diazomethane is rapid and quantitative. Removal of the nosyl protecting group is readily carried out using the reagent system mercaptoacetic acid/1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) affording the N-monomethylated aromatic amines 4. The procedure is convenient, efficient, and gives rise to the N-monomethyl-anilines exclusively.