3729-53-1

Basic information

• Product Name: N-methoxybenzenesulfonamide
• CAS NO: 3729-53-1
• Molecular Formula: C₇H₉NO₃S
• Molecular Weight: 187.2163
• Mol File: 3729-53-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 283.7°C at 760 mmHg
• Flash Point: 125.4°C
• Density: 1.278g/cm³
• Vapor Pressure: 0.00311mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: N-methoxybenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methoxybenzenesulfonamide(3729-53-1)
• EPA Substance Registry System: N-methoxybenzenesulfonamide(3729-53-1)

Safety Data

• Hazardous Substances Data: 3729-53-1(Hazardous Substances Data)

Upstream product

• 593-56-6 N-methoxylamine hydrochloride 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 103-26-4 methyl cinnamate 
• 186768-24-1 N-methoxy-N-propargyloxymethylbenzenesulfonamide 

Relevant articles and documents

Palladium-Catalyzed ortho-Benzoylation of Sulfonamides through C?H Activation: Expedient Synthesis of Cyclic N-Sulfonyl Ketimines

The ortho-carbonylation of sulfonylarenes by non-hazardous aryl aldehydes as a carbonyl precursor was reported. In this method, the sulfonamide group serves as a directing group for C?H activation in the presence of a Pd catalyst under ligand-free conditions. The scope of this strategy has been extended to the one-pot two-step synthesis of cyclic N-sulfonyl ketimines under mild reaction conditions. Our approach could be considered as an alternative by circumventing the use of highly reactive organolithium or Grignard reagents to access a wide range of biologically potent cyclic N-sulfonyl ketimines. (Figure presented.).

Deoxyalkoxyamination of Alcohols for the Synthesis of N-Alkoxy-N-alkylbenzenesulfonamides

A novel protocol for the deoxyalkoxyamination of alcohols has been developed, using N-alkoxybenzenesulfonimide (NOSI) as both a sulfonyl transfer reagent and an alkoxyamine source, accessing a diverse range of N-alkoxy-N-alkylbenzenesulfonamides with excellent isolated yields. This method is characterized by metal-free reaction, scalability, and waste-balance. Chiral substrates are converted with excellent levels of stereochemical inversion. NOSI could be generated in situ during the reaction as a stable reagent if a three-component one-pot reaction was designed. Exploiting this approach to run intramolecular reactions offered various N-protected isoxazolidines. In addition, valuable O-alkyl hydroxylamines (or isoxazolidines) were obtained through a neutral strategy of desulfonylation of the products.

N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent

A structurally simple and reactive chlorinating reagent, N-chloro-N-methoxybenzenesulfonamide, was conveniently and economically prepared in high yield. 1,3-Diketones, β-keto esters, benzoyl trifluoroacetones, phenols, anisoles, heteroarenes, and aromatic amines were successfully chlorinated, and the products were obtained in good to high yields.