46248-01-5

Basic information

• Product Name: 1-BENZENESULFONYLIMIDAZOLE
• Synonyms: 1-BENZENESULFONYLIMIDAZOLE;1-(Phenylsulfonyl)-1H-imidazole;1-(Phenylsulfonyl)imidazole
• CAS NO: 46248-01-5
• Molecular Formula: C₉H₈N₂O₂S
• Molecular Weight: 208.23702
• Mol File: 46248-01-5.mol

Chemical Properties

• Melting Point: 75-76 °C
• Boiling Point: 404.4±28.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 1.03±0.10(Predicted)
• CAS DataBase Reference: 1-BENZENESULFONYLIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZENESULFONYLIMIDAZOLE(46248-01-5)
• EPA Substance Registry System: 1-BENZENESULFONYLIMIDAZOLE(46248-01-5)

Safety Data

• Hazardous Substances Data: 46248-01-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-BENZENESULFONYLIMIDAZOLE is used as a key intermediate in the synthesis of pharmaceuticals for its potential anti-cancer properties, offering a foundation for developing new drugs that target cancer cells.
Used in Agrochemical Industry:
As a building block in agrochemicals, 1-BENZENESULFONYLIMIDAZOLE is utilized in the creation of compounds that can address various agricultural needs, potentially enhancing crop protection and yield.
Used in Specialty Chemicals Industry:
1-BENZENESULFONYLIMIDAZOLE is employed as a component in specialty chemicals, contributing to the development of unique products with specific applications in various industries.
Used in Enzyme Inhibition:
1-BENZENESULFONYLIMIDAZOLE is used as an inhibitor of enzymes such as phosphodiesterase, playing a role in the regulation of biological processes and offering potential therapeutic benefits.
Used in Central Nervous System Disorders Treatment:
1-BENZENESULFONYLIMIDAZOLE is explored for its potential in treating central nervous system disorders, suggesting a role in neurological drug development.
Used in Photoactivatable Inhibitors:
1-BENZENESULFONYLIMIDAZOLE has been investigated for its use as a photoactivatable inhibitor of protein tyrosine phosphatases, indicating its potential in controlling the activity of these enzymes in a light-dependent manner for various applications.

Upstream product

• 530-62-1 1,1'-carbonyldiimidazole 
• 98-11-3 benzenesulfonic acid 
• 288-32-4 1H-imidazole 
• 368-43-4 phenylsulfonyl fluoride 
• 108-98-5 thiophenol 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 
• 80-17-1 benzenesufonyl hydrazide 
• 18156-74-6 1-(Trimethylsilyl)imidazole 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 80-17-1 benzenesufonyl hydrazide 
• 2344-70-9 1-phenyl-3-butanol 
• 142841-88-1 1-(benzenesulfonyl)-3-methylimidazolium triflate 
• 95513-28-3 (2R)-trans-1-(phenylsulfonyl)-2-(1-<(phenylsulfonyl)oxy>butyl)-5-heptylpyrrolidine 
• 95513-28-3 (2S)-cis-1-(phenylsulfonyl)-2-(1-<(phenylsulfonyl)oxy>butyl)-5-heptylpyrrolidine 
• 95513-53-4 (2S)-cis-1-(phenylsulfonyl)-5-butyl-2-(1-<(phenylsulfonyl)oxy>heptyl)pyrrolidine 
• 141422-74-4 {2-Benzenesulfonyloxymethyl-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methoxy-4-oxo-azetidin-1-yl}-acetic acid 2-trimethylsilanyl-ethyl ester 

Relevant articles and documents

Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols

Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be carried out in only 5 min. Hydrogen is formed as a benign byproduct at the counter electrode. Owing to the mild reaction conditions, the reaction displays a broad substrate scope and functional group compatibility.

Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols

Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be carried out in only 5 min. Hydrogen is formed as a benign byproduct at the counter electrode. Owing to the mild reaction conditions, the reaction displays a broad substrate scope and functional group compatibility.

Sulfonamide Synthesis via Calcium Triflimide Activation of Sulfonyl Fluorides

A method using calcium triflimide [Ca(NTf2)2] as a Lewis acid to activate sulfonyl fluorides toward nucleophilic addition with amines is described. The reaction converts a wide array of sterically and electronically diverse sulfonyl fluorides and amines into the corresponding sulfonamides in good yield.

Convenient sulfonylation of imidazoles and triazoles using NFSI

A protocol for the synthesis of N-sulfonyl imidazoles and triazoles has been achieved using N-Fluorobenzenesulfonimide as a sulfonyl source. This reaction proceeded well in the absence of strong bases and catalysts, providing a convenient alternative method for the preparation of N-sulfonyl imidazoles as well as triazoles.

Metal-free synthesis of sulfonamides via iodine-catalyzed oxidative coupling of sulfonyl hydrazides and amines

A novel, rapid, and environmentally-friendly protocol for the synthesis of sulfonamides using iodine as catalyst under solvent-free conditions is described. This method involves the oxidative coupling of sulfonyl hydrazides and amines in the presence of catalytic amount of iodine using TBHP as oxidant. This protocol does not require purification techniques such as column chromatography and recrystalization.

Ultrasound-assisted, convenient and widely applicable 1,1′-carbonyl-diimidazole-mediated "One-pot" syntheses of acyl/sulfonyl hydrazines

Acyl / sulfonyl hydrazines were synthesized in a one-pot reaction from carboxylic acid/aryl sulfonic acid in the presence of 1,1′-carbonyl diimidazole (CDI) under ultrasound as well as under conventional heating. The reaction was performed on diverse organic molecules including simple benzoic acid (1), electron-donating and electron-withdrawing substituted benzoic acids, biologically active compounds like coumarin-3-carboxylic acid (12), 7-hydroxycoumarin-4-acetic acid (13), and therapeutic drugs like ibuprofen (14), flurbiprofen (15), naproxen (16) or tricyclic adamantane carboxylic acid (17). Benzene sulfonic acid (18) and its derivatives (19, 20, 21 and 22) were used to prepare corresponding sulfonyl hydrazide. All products were synthesized in very good yield via ultrasonic irradiation method and characterized by spectroscopic techniques including EIMS, 1H NMR, 13C NMR, IR. The method was found very simple, facile, efficient and high yielding (>90).