21226-30-2

Usage

InChI:InChI=1/C12H10ClNO2S/c13-11-8-4-5-9-12(11)14-17(15,16)10-6-2-1-3-7-10/h1-9,14H

Upstream product

• 473-34-7 N,N-dichloro-p-toluenesulfonamide 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 60-29-7 diethyl ether 
• 134305-16-1 N-chloro-N-phenylbenzenesulphonamide 
• 88-73-3 2-Chloronitrobenzene 
• 98-80-6 phenylboronic acid 
• 98-10-2 benzenesulfonamide 
• 15946-36-8 2-chlorobenzenesulfinic acid sodium salt 
• 7732-18-5 water 
• 124-41-4 sodium methylate 
• 110-86-1 pyridine 
• 603-33-8 triphenylbismuthane 

Downstream Products

• 117309-39-4 [Benzenesulfonyl-(2-chloro-phenyl)-amino]-acetic acid 
• 95-51-2 o-chloroaniline 
• 71-43-2 benzene 
• 312-63-0 N-(4-fluorophenyl)benzenesulfonamide 
• 1678-25-7 N-phenylbenzenesulfonamide 
• 88681-04-3 N-(2-chloro-4-nitrophenyl)benzenesulfonamide 

Relevant academic research and scientific papers

Sequential C-S and S-N Coupling Approach to Sulfonamides

A one-pot three-component reaction involving nitroarenes, (hetero)arylboronic acids, and potassium pyrosulfite leading to sulfonamides was described. A broad range of sulfonamides bearing different reactive functional groups were obtained in good to excellent yields through sequential C-S and S-N coupling that does not require metal catalysts.

Multicomponent synthesis of sulfonamides from triarylbismuthines, nitro compounds and sodium metabisulfite in deep eutectic solvents

A sustainable synthesis of sulfonamides using a copper-catalysed process starting from triarylbismuthines, Na2S2O5 and nitro compounds in a Deep Eutectic Solvent (DES) as a reaction medium is described. Thus, triarylbismuthines are used as reagents for the incorporation of SO2 into organic motifs. The bismuth salts formed as by-products can be easily removed from the crude reaction mixture by precipitation with water, while the use of volatile organic compounds (VOCs) as solvents can be avoided in the entire process. The eutectic mixture employed as the solvent is fully characterised, with the preliminary results proving its low toxicity. The designed DES also allows for a novel multicomponent reaction which saves time and reduces purification steps, energy and cost.

Palladium-catalyzed desulfitative arylation of sulfonamides with sodium arylsulfinates

A Pd(II)-catalyzed desulfitative arylation protocol between sulfonamides and sodium arylsulfinates was herein reported. The direct arylation reaction was successfully achieved by a Pd(II)/Ag(I)-mediated system without participation of any external ligands with a release of SO2. And different N-aryl sulfonamides were obtained readily in up to 86% yields, exhibiting good functional groups tolerance (25 examples).