7022-25-5

Upstream product

• 90-04-0 2-methoxy-phenylamine 
• 124-63-0 methanesulfonyl chloride 
• 3144-09-0 methanesulfonamide 
• 578-57-4 2-bromoanisole 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 624-90-8 Methanesulfonyl azide 
• 66-71-7 1,10-Phenanthroline 
• 116547-91-2 N-(2-bromophenyl)methanesulfonamide 
• 529-28-2 4-iodoanisol 

Downstream Products

• 22729-42-6 N-(2-Methoxy-phenyl)-N-(1,1,2,2-tetrachloro-2-fluoro-ethylsulfanyl)-methanesulfonamide 
• 71273-50-2 2-[Methanesulfonyl-(2-methoxy-phenyl)-amino]-propionic acid 
• 60468-21-5 2-methoxy-4,5-dichloroaniline 
• 57164-98-4 N-(2-methoxy-4-nitrophenyl)methanesulfonamide 
• 88131-53-7 N-(2,2-Diethoxy-ethyl)-N-(2-methoxy-phenyl)-methanesulfonamide 
• 88131-60-6 N-(3,3-Diethoxy-propyl)-N-(2-methoxy-phenyl)-methanesulfonamide 
• 71270-78-5 N-(2-Methoxy-phenyl)-N-(2-oxo-propyl)-methanesulfonamide 
• 108841-85-6 N-benzoyl-N-methanesulfonyl-o-anisidine 
• 118020-05-6 methanesulfonic acid-(3,6-dibromo-2-methoxy-anilide) 
• 117882-91-4 methanesulfonic acid-(2,3,4,5-tetrachloro-6-methoxy-anilide) 

Relevant academic research and scientific papers

1,3,4-OXADIAZOLE SULFONAMIDE DERIVATIVE COMPOUNDS AS HISTONE DEACETYLASE 6 INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to novel compounds represented by the formula I having histone deacetylase 6 (HDAC6) inhibitory activity, stereoisomers thereof or pharmaceutically acceptable salts thereof, the use thereof for the preparation of therapeutic medicaments, pharmaceutical compositions containing the same, a method for treating diseases using the composition, and methods for preparing the novel compounds. (I) The novel compounds, stereoisomers thereof or pharmaceutically acceptable salts thereof according to the present invention have histone deacetylase (HDAC) inhibitory activity and are effective for the prevention or treatment of HDAC6-mediated diseases.

Low catalyst loadings for ligand-free copper(I)-oxide-catalyzed N-arylation of methanesulfonamide in water

A simple and practical protocol for the cross-coupling of methanesulfonamide and aryl iodides under ligand-free copper(I)-oxide-catalyzed conditions in water is reported. The method allows the preparation of a wide variety of synthetically useful N-arylated methanesulfonamides in good to excellent yields (up to 90 %) under the optimized conditions. A convenient and efficient ligand-free method using a copper(I) oxide catalyst at 130 °C in water was developed for the N-arylation of methanesulfonamide with aryl iodides. A variety of functionalized aliphatic and cyclic sulfonamides were coupled with different substituted aryl halides to give the corresponding N-arylated products in good to excellent yields under the optimized conditions. Copyright

Low Catalyst Loadings for Ligand-Free Copper(I)-Oxide-Catalyzed N-Arylation of Methanesulfonamide in Water

A simple and practical protocol for the cross-coupling of methanesulfonamide and aryl iodides under ligand-free copper(I)-oxide-catalyzed conditions in water is reported. The method allows the preparation of a wide variety of synthetically useful N-arylated methanesulfonamides in good to excellent yields (up to 90 %) under the optimized conditions.

Mild hypervalent iodine mediated oxidative nitration of N-aryl sulfonamides

An oxidative and acid-free method for the nitration of N-aryl sulfonamides has been developed using a combination of sodium nitrite as cheap and easy to handle NO2-source and the hypervalent iodine reagent PIFA as stoichiometric oxidant. Under

Copper-catalyzed Chan-Lam Coupling between Sulfonyl Azides and Boronic acids at room temperature

A mild and efficient method for the synthesis of N-arylsulfonamides in the presence of 10 mol % of CuCl is demonstrated. The reaction proceeds readily at room temperature in an open flask using a variety of sulfonyl azides and boronic acids without any base, ligand, or additive.

Mild Pd-catalyzed N -arylation of methanesulfonamide and related nucleophiles: Avoiding potentially genotoxic reagents and byproducts

A convenient, general, and high yielding Pd-catalyzed cross-coupling of methanesulfonamide with aryl bromides and chlorides is reported. The use of this method eliminates concern over genotoxic impurities that can arise when an aniline is reacted with methanesulfonyl chloride. The application of this method to the synthesis of dofetilide is also reported.

Base-free monosulfonylation of amines using tosyl or mesyl chloride in water

A mild and efficient procedure has been developed for the monosulfonylation of various amines using mesyl or tosyl chlorides in water at room temperature to afford the corresponding sulfonamides in high yields.

Copper-catalyzed cross-coupling of sulfonamides with aryl iodides and bromides facilitated by amino acid ligands

A highly general, convenient, and inexpensive catalyst system was developed for the N-arylation of sulfonamides with aryl iodides or bromides by using 5-20 mol % of CuI as catalyst, 20 mol % of N-methylglycine (for aryl iodides) or N,N-dimethylglycine (for aryl bromides) as ligand, and K3PO 4 as base.

Process for producing alkoxybenzene compound and aryloxybenzene compound

The present invention relates to a process for producing an alkoxybenzene compound or an aryloxybenzene compound by reacting a halogenobenzene compound with an alcohol or a phenol compound in the presence of copper or a copper compound, an amine, and a base. According to the disclosure, an alkoxybenzene compound and an aryloxybenzene compound can be produced under moderate conditions in good yield with high selectivity.

Cyclization of 2-acetaldehyde Diethyl Acetals to Indoles. Evidence for Stereoelectronic Effects in Intramolecular Electrophilic Aromatic Substitution

Methanesulfonamides of N-(2,2-diethoxyethyl)anilines can be cyclized to indoles in aromatic solvents by reaction with titanium tetrachloride.The temperature of the cyclization is substituent dependent, occurring at 0 deg C for the m-methoxy derivative but requiring 130 deg C for the p-bromo compound.Yields are good for various alkoxy-, alkyl-, and haloindoles, ranging from 60percent to 90percent.Meta-substituted reactants give rise to mixtures of 4- and 6-substituted indoles in which the 6-substituted product dominates by 2-4:1.The cyclization fails for ortho-substituted reactants.The major reaction process is N-dealkylation in the case of ortho-substituted compounds.An analogous cyclization occurs with the methanesulfonamides of N-(3,3-diethoxypropyl)anilines to give 1-(methylsulfonyl)-4-chloro-1,2,3,4-tetrahydroquinolines.This cyclization is much more rapid than for the five-membered ring closure leading to indoles and indicates a substantial rate retardation due to stereoelectronic effects in the indole cyclization.Ortho substitution also prevents cyclization in the six-membered-ring case.