65523-65-1

Upstream product

• 2530-26-9 3-nitropyridine 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1692-25-7 3-pyridylboronic acid 
• 70-55-3 toluene-4-sulfonamide 
• 694-59-7 pyridine N-oxide 
• 462-08-8 pyridin-3-ylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 626-55-1 3-Bromopyridine 

Downstream Products

• 462-08-8 pyridin-3-ylamine 
• 1415146-38-1 C₁₆H₁₉N₂O₂S⁽¹⁺⁾*Br^(1-) 
• 18364-47-1 N-methyl-N-(3-pyridyl)amine 
• 872598-08-8 N-p-tolylsulfonyl-2,3'-dipyridylamine 
• 514195-40-5 3-pyridyl(tosyl)(2-quinolyl)amine 
• 100795-50-4 N-methyl-N-3-pyridyl-p-toluenesulfonamide 
• 364734-27-0 N-[3]piperidyl-toluene-4-sulfonamide 

Relevant academic research and scientific papers

Anion receptors containing - NH binding sites: Hydrogen-bond formation or neat proton transfer?

When the amide-containing receptor 1+ is in a solution of dimethyl sulfoxide (DMSO) in the presence of basic anions (CH3COO, F, H2PO4), it undergoes deprotonation of the -NH fragment to give the corresponding zw

Hydropyridylation of Olefins by Intramolecular Minisci Reaction

An unprecedented cheap, mild and easy methodology for an intramolecular Minisci reaction based on a hydrogen atom transfer (HAT) initiated hydrofunctionalization of olefins was developed. The method is suitable for the construction of unusual dihydropyrano-pyridine and 1,2,3,4-tetrahydronaphthiridine structures and, unlike most similar reactions, does not require exclusion of air from the reaction medium.

Iron-catalyzed N -arylsulfonamide formation through directly using nitroarenes as nitrogen sources

One-step, catalytic synthesis of N-arylsulfonamides via the construction of N-S bonds from the direct coupling of sodium arylsulfinates with nitroarenes was realized in the presence of FeCl2 and NaHSO3 under mild conditions. In this process, stable and readily available nitroarenes were used as nitrogen sources, and NaHSO3 acted as a reductant to provide N-arylsulfonamides in good to excellent yields. A broad range of functional groups were very well-tolerated in this reaction system. In addition, mechanistic studies indicated that the N-S bond might be generated through direct coupling of nitroarene with sodium arylsulfinate prior to the reduction of nitroarenes by NaHSO3. Accordingly, a reaction mechanism involving N-aryl-N-arenesulfonylhydroxylamine as an intermediate was proposed.

Fabrication, characterization and application of nanopolymer supported copper (II) complex as an effective and reusable catalyst for the CN bond cross-coupling reaction of sulfonamides with arylboronic acids in water under aerobic conditions

This paper reports on the synthesis and use of nanopolymer supported copper (II) complex, as separable catalysts for N-arylation of sulfonamides with arylboronic acids in water. This method has the advantages of high yields, elimination of homogeneous cat

Copper-catalyzed N-arylation of sulfonamides with boronic acids in water under ligand-free and aerobic conditions

An efficient and novel method for the copper-catalyzed arylation of sulfonamides in water under ligand-free conditions is reported. The significant advantages of this methodology are high yields, simple workup procedure, and elimination of toxic materials

Cross coupling of 3-bromopyridine and sulfonamides (R1NHSO2R2·R1 = H, Me, alkyl; R2 = alkyl and aryl) catalyzed by CuI/1,3-di(pyridin-2-yl)propane-1,3-dione

N-(3-Pyridinyl)-substituted secondary and tertiary sulfonamides have been synthesized in good to excellent yields by the reaction of 3-bromopyridine with primary and secondary alkyl and aryl sulfonamides (MeSO2NH2, MeSO2NHMe, TolSO2NH2, TolSO2NHMe, 1,3-propanesultam, and 1,4-butanesultam), catalyzed by CuI (20 mol %) and 1,3-di(pyridin-2-yl)propane-1,3-dione (20 mol %) with K2CO3 (200 mol %) in DMF (0.17 M for ArBr) at 110-120 °C over 36-40 h. 2-Bromopyridine, 4-bromopyridine, and a wide variety of substituted phenyl bromides can also be successfully coupled with sulfonamides under these reaction conditions.

Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3

An efficient synthesis of N-arylsulfonamides with a variety of aryl bromides, aryl iodides and heteroaryl bromides using KF/Al2O 3 as a suitable base, CuI as an inexpensive catalyst and N,N′dimethylethylenediamine (N,N′-DMEDA) as an effective ligand is described. Indian Academy of Sciences.

Identification of novel glycine sulfonamide antagonists for the EP1 receptor

A high-throughput screen targeting the EP1 receptor identified non-acidic glycine sulfonamide derivative 2a with a pKi of 6.2. Analogue synthesis allowed a thorough investigation of the structure-activity relationship (SAR) and led to a 100-fold increase in recombinant potency.

Reductive acylamination of pyridine N-oxide with aminopyridines and their N-p-tolylsulfonyl derivatives

Pyridine N-oxide reacts with 2- and 3-aminopyridines and their N-p-tolylsulfonyl derivatives in alkaline medium in the presence of p-toluenesulfonyl chloride to give N-p-tolylsulfonyl-2,2′- and 2,3′-dipyridylamines, respectively, as a result of reductive acylamination. In the reactions with 4-aminopyridine and 4-p-tolylsulfonyl- aminopyridine, their N-p-tolylsulfonyl- and N,N-bis(p-tolylsulfonyl) derivatives are formed, while reductive acylamination does not occur. 2005 Pleiades Publishing, Inc.

Reductive amination of quinoline N-oxide with aminopyridines and their N-tozyl derivatives

In reaction of quinoline N-oxide with 2-aminopyridine in the presence of tosyl chloride the substrate undergoes reductive amination into 2-pyridyl(2-quinolyl)amine, and with 3- and 4-aminopyridines reductive tosylamination occurs to furnish N-tosyl derivatives of the corresponding 3- and 4-pyridyl(2-quinolyl)amines. N-tosyl derivatives of aminopyridines also react along reductive tosylamination pathway.