91182-82-0

Basic information

• Product Name: 2-(4-chloro-benzenesulfonyl)-pyridine
• Synonyms: 2-(4-chloro-benzenesulfonyl)-pyridine
• CAS NO: 91182-82-0
• Molecular Weight: 253.709
• Mol File: 91182-82-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(4-chloro-benzenesulfonyl)-pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chloro-benzenesulfonyl)-pyridine(91182-82-0)
• EPA Substance Registry System: 2-(4-chloro-benzenesulfonyl)-pyridine(91182-82-0)

Safety Data

• Hazardous Substances Data: 91182-82-0(Hazardous Substances Data)

Usage

Structure

Pyridine derivative with a sulfonyl group and a chloro substituent attached to the benzene ring

Usage

Intermediate in the synthesis of various pharmaceuticals and agrochemicals

Biological activities

Potential anti-inflammatory and anti-cancer properties

Potential applications

Herbicide and pesticide due to structural similarity to known herbicidal and pesticidal compounds

Upstream product

• 28856-69-1 2-<(4-chlorophenyl)thio>pyridine 
• 109-09-1 2-chloropyridine 
• 106-54-7 p-Chlorothiophenol 

Relevant articles and documents

Palladium-catalyzed heteroaryl thioethers synthesis overcoming palladium dithiolate resting states inertness: Practical road to sulfones and NH-sulfoximines

We provide efficient synthetic access to heteroaryl sulfones in two-steps using a simple palladium–1,1′-bis[(diphenyl)phosphanyl]ferrocene catalyst to form in high yields variously functionalized heteroaromatic thioethers. Pyridinyl-containing substrates can be subsequently selectively oxidized into sulfones and NH-sulfoximines by using very mild oxidation conditions with a high functional group tolerance. In the palladium-catalyzed C–S coupling of heteroaromatic thiols, reactivity limitation is attached with electron-deficient thiols. We show that this limitation can be resolved by the successful use of 2-bromoheteroarenes in the C–S coupling. We established herein that this choice of heteroaryl electrophilic reagent in palladium-catalyzed C–S bond formation allows overcoming palladium dithiolate out-of-cycle resting state inertness. This was illustrated in the stoichiometric reactivity study of the palladium dithiolate formed from 4-trifluoromethylbenzen-1-thiol –isolated and characterized by multinuclear NMR and XRD– with both 2-chloropyridine and 2-bromopyridine.