23705-39-7

Basic information

• Product Name: N-isobutylbenzenesulfonamide
• Synonyms: N-isobutylbenzenesulfonamide
• CAS NO: 23705-39-7
• Molecular Formula: C₁₀H₁₅NO₂S
• Molecular Weight: 213.2966
• Mol File: 23705-39-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-isobutylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-isobutylbenzenesulfonamide(23705-39-7)
• EPA Substance Registry System: N-isobutylbenzenesulfonamide(23705-39-7)

Safety Data

• Hazardous Substances Data: 23705-39-7(Hazardous Substances Data)

Upstream product

• 1616490-50-6 C₁₇H₂₁NO₂S 
• 78-81-9 isobutylamine 
• 80-17-1 benzenesufonyl hydrazide 
• 98-11-3 benzenesulfonic acid 
• 7242-84-4 N-isobutanoyl-benzenesulfonamide 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 79506-20-0 N-isobutyl-N-nitro-benzenesulfonamide 

Relevant articles and documents

AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST

The present invention relates to a method for oxidative synthesis of sulfonamides using copper catalysts. , Oxygen (O) is used. 2 The oxidative synthesis of sulfonamides (1) comprises reacting a 2 th or sulfonyl hydrazide primary amine with a sulfonyl hydrazide (sulfonamide) with a copper catalyst on a solvent under the conditions in which the sulphonamide is fed. The oxidation coupling of the present invention showed extensive substrate ranges in an amine comprising a 2 primary amine, 1 primary amine and amine hydrochloride salt. It is worth notable that non-reactive aliphatic sulfonyl hydrazides in previously reported anaerobic systems can be used for the aerobic oxidation coupling of the present invention. The oxidation coupling of the present invention has been more effective on large scale.

Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines

An environmentally friendly route for sulfonamides has been developed. The oxidative coupling of sulfonyl hydrazides and amines was catalyzed by CuBr2 to produce various sulfonamides with the water and nitrogen gas as byproducts. Preliminary experiments revealed that the sulfonyl radical is likely to be involved in the reaction mechanism.

Solid supported Hayashi–J?rgensen catalyst as an efficient and recyclable organocatalyst for asymmetric Michael addition reactions

A comparison of three different catalytic systems for the efficient, asymmetric synthesis of N-({(3R,4R)-4-[(benzyloxy)methyl]pyrrolidin-3-yl}methyl)-N-(2-methylpropyl)benzenesulfonamide 1 (BZN) is described. The presented strategy is based on the organocatalytic Michael addition of aldehyde 2 to trans-nitroalkene 3, and subsequent reductive cyclization. High yields, enantio-, and diastereoselectivities were achieved in the Michael addition by application of a POSS- or Wang resin-supported Hayashi–J?rgensen catalyst.

Oxidative debenzylation of N-benzyl amides and O-benzyl ethers using alkali metal bromide

The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields.

Hydroxamates: Relationships between structure and plasma stability

Hydroxamates are valuable tools for chemical biology as well as interesting leads for medicinal chemistry. Although many hydroxamates display nanomolar activities against metalloproteases, only three hydroxamates have reached the market, among which is the HDAC inhibitor vorinostat. Failures in development are generally attributed to lack of selectivity, toxicity, or poor stability. To help medicinal chemists with respect to plasma stability, we have performed the first and preliminary study on structure-plasma stability for hydroxamates. We define some structural rules to predict or improve the plasma stability in the preclinical stage.

A practical and efficient method for the preparation of sulfonamides utilizing Cl3CCN/PPh3

Cl3CCN in combination with PPh3 proved to be a highly reactive reagent for the conversion of sulfonic acids to the corresponding sulfonyl chlorides in refluxing CH2Cl2. Upon reaction with amines, the corresponding sulfonamides were obtained in good to excellent yields.

Arylsulfonamidobenzylic compounds

Arylsulfonamidobenzyl alcohols, amines and sulfonamides are provided which are useful in treating lipid disorders, metabolic diseases and cell-proliferative diseases.

Discovery of CGS 27023A, a non, peptidic, potent, and orally active stromelysin inhibitor that blocks cartilage degradation in rabbits

Structure-activity relationships of a lead hydroxamic acid inhibitor of recombinant human stromelysin were systematically defined by taking advantage of a concise synthesis that allowed diverse functionality to be explored at each position in a template. An ex vivo rat model and an in vivo rabbit model of stromelysin-induced cartilage degradation were used to further optimize these analogs for oral activity and duration of action. The culmination of these modifications resulted in CGS 27023A, a potent, orally active stromelysin inhibitor that blocks the erosion of cartilage matrix.

A USEFUL APPROACH TO PRIMARY AMINES

Smooth reduction of acylsulfonamides to sulfonamides by borane, when coupled to standard sulfonamide cleavage procedures, provides a general route to primary amines.