1581274-94-3

Basic information

• Product Name: C₂₂H₂₃NO₂S
• Synonyms: C₂₂H₂₃NO₂S
• CAS NO: 1581274-94-3
• Molecular Weight: 365.496
• Mol File: 1581274-94-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₂₂H₂₃NO₂S(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₂₃NO₂S(1581274-94-3)
• EPA Substance Registry System: C₂₂H₂₃NO₂S(1581274-94-3)

Safety Data

• Hazardous Substances Data: 1581274-94-3(Hazardous Substances Data)

Upstream product

• 55095-22-2 4,4'-dimethyl-benzhydrylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 885-77-8 4,4'-dimethylbenzhydrol 
• 70-55-3 toluene-4-sulfonamide 
• 104-87-0 4-methyl-benzaldehyde 
• 4294-57-9 para-methylphenylmagnesium bromide 

Relevant articles and documents

AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage

A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.

Reaction Route and Mechanism of the Direct N-Alkylation of Sulfonamides on Acidic Mesoporous Zeolite β-Catalyst

Development of highly active heterogeneous catalysts with strong acidity and mesoporous structure is a highly attractive strategy for organic synthesis. In this study, a mesoporous zeolite beta (HBeta-M) with bulky particle size and strong acidity was synthesized and used in the direct N-alkylation of sulfonamides with alcohols. The strongly acidic HBeta-M had a higher intrinsic activity with initial turnover frequency of 11 × 10-2 s-1 than those of H-form mordenite nanosheets (3.3 × 10-2 s-1) and montmorillonite (4.0 × 10-2 s-1) catalysts. The experiment and characterization results demonstrate that there are two parallel reaction routes on the acidic catalysts. One route is the reaction of benzhydrol with p-toluenesulfonamide (route I). Another route is the reaction of dibenzhydryl ether, arising from route I, with p-toluenesulfonamide (route II), which is found in this work. The reaction rate of route I (13 × 10-3 mol kg-1 s-1) was higher than that of route II (9.8 × 10-3 mol kg-1 s-1) on HBeta-M, but route II predominantly contributed to the formation of the target product with high selectivity. Hereby, a complete reaction mechanism is proposed in this work.