107697-83-6

Basic information

• Product Name: Pyrazine, (phenylthio)-
• CAS NO: 107697-83-6
• Molecular Formula: C10H8N2S
• Molecular Weight: 188.253
• Mol File: 107697-83-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Pyrazine, (phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazine, (phenylthio)-(107697-83-6)
• EPA Substance Registry System: Pyrazine, (phenylthio)-(107697-83-6)

Safety Data

• Hazardous Substances Data: 107697-83-6(Hazardous Substances Data)

Upstream product

• 14508-49-7 2-chloropyrazin 
• 930-69-8 sodium thiophenolate 
• 32111-21-0 2-iodopyrazine 
• 882-33-7 diphenyldisulfane 
• 108-98-5 thiophenol 

Downstream Products

• 56421-72-8 2-(thiophen-2-yl)pyrazine 
• 108030-79-1 2 (4-chlorophenyl)-pyrazine 
• 108030-80-4 2-(4-methylphenyl)pyrazine 

Relevant articles and documents

Heteroaromatic thioether-organostannane cross-coupling.

[reaction: see text] Heteroaromatic thioethers and aryl, heteroaryl, and alkenylstannanes participate in a palladium-catalyzed, copper(I)-mediated cross-coupling reaction at 50 degrees C in THF.

HFIP Promoted Low-Temperature SNAr of Chloroheteroarenes Using Thiols and Amines

A highly efficient and an unprecedented hexafluoro-2-propanol, promoting low-temperature aromatic nucleophilic substitutions of chloroheteroarenes, has been performed using thiols and (secondary) amines under base-free and metal-free conditions. The developed protocol also provides excellent regio-control for the selective functionalization of dichloroheteroarenes, while the utility of the protocol was demonstrated by the modification of a commercially available drug ceritinib.

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.

Copper-free sonogashira coupling reaction using a trans-spanning 1,2-Bis(2-thienylethynyl)benzene ligand

Novel copper-free Sonogashira coupling reaction of aryl halides with terminal acetylenes proceeded in the presence of 1,2-bis(2-thienylethynyl) benzene (1) as a trans-bidentatable ligand.