100795-50-4

Basic information

• Product Name: N-methyl-N-3-pyridyl-p-toluenesulfonamide
• Synonyms: N-methyl-N-3-pyridyl-p-toluenesulfonamide
• CAS NO: 100795-50-4
• Molecular Weight: 262.332
• Mol File: 100795-50-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-methyl-N-3-pyridyl-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-3-pyridyl-p-toluenesulfonamide(100795-50-4)
• EPA Substance Registry System: N-methyl-N-3-pyridyl-p-toluenesulfonamide(100795-50-4)

Safety Data

• Hazardous Substances Data: 100795-50-4(Hazardous Substances Data)

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 626-55-1 3-Bromopyridine 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 65523-65-1 4-methyl-N-(pyridine-3-yl)benzenesulfonamide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 18364-47-1 N-methyl-N-(3-pyridyl)amine 

Relevant articles and documents

A new prearranged tripodant ligand N,N′,N″-trimethyl-N,N′,N″-tris(3-pyridyl)-1,3, 5-benzene tricarboxamide is easily obtained via the N-methyl amide effect

The N-methyl amide cis generating effect has been utilised to create a new prearranged tripodant ligand in two synthetic steps from benzene-1,3,5-tricarboxylic acid. Crystals of the ligand itself and of complexes with metal salts such as silver(I) triflate, copper(I) and copper(II) chloride and ruthenium(II) chloride have been prepared and the crystal structures solved by analysis of X-ray diffraction data.

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.