33402-63-0

Basic information

• Product Name: N,N-diethyl-4-cyanobenzenesulfonamide
• Synonyms: N,N-diethyl-4-cyanobenzenesulfonamide
• CAS NO: 33402-63-0
• Molecular Weight: 238.31
• Mol File: 33402-63-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N,N-diethyl-4-cyanobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-diethyl-4-cyanobenzenesulfonamide(33402-63-0)
• EPA Substance Registry System: N,N-diethyl-4-cyanobenzenesulfonamide(33402-63-0)

Safety Data

• Hazardous Substances Data: 33402-63-0(Hazardous Substances Data)

Upstream product

• 109-89-7 diethylamine 
• 49584-26-1 p-cyanobenzenesulfonyl chloride 
• 15898-42-7 sodium 4-cyanobenzenesulfinate 
• 121-44-8 triethylamine 
• 3058-39-7 4-iodobenzonitrile 

Relevant articles and documents

I2/TBHP Mediated C-N and C-H Bond Cleavage of Tertiary Amines toward Selective Synthesis of Sulfonamides and β-Arylsulfonyl Enamines: The Solvent Effect on Reaction

A novel method toward synthesis of sulfonamides and β-arylsulfonyl enamines has been developed via I2/TBHP mediated C-N and C-H bond cleavage of tertiary amines, which features highly selective formation of two different target products depending on the reaction solvent. The experimental results reveal that H2O as the solvent could effectively achieve the C-N bond cleavage to produce sulfonamides due to H2O participating in the reaction process where H2O plays a dual role. Differing from H2O, organic solvents (such as dimethyl sulfoxide) could promote the C-H bond cleavage of tertiary amines to yield β-arylsulfonyl enamines.

Synthesis of sulfonamides: Via copper-catalyzed oxidative C-N bond cleavage of tertiary amines

A copper-catalyzed coupling reaction of sulfonyl chlorides with tertiary amines via the oxidative C-N bond cleavage of tertiary amines was developed. Sulfonamides were synthesized using this strategy in moderate to good yields. The reaction was applicable to various tertiary amines, as well as sulfonyl chlorides.

Facile one-pot synthesis of aromatic and heteroaromatic sulfonamides

A series of arene and heteroarene sulfonamides were prepared in one vessel from aryl and heteroaryl bromides via conversion into the corresponding Grignard reagents using either magnesium or isopropylmagnesium chloride and subsequent reaction with sulfur dioxide, sulfuryl chloride, and an amine.