78227-67-5

Basic information

• Product Name: 2-Pentene-1,5-dione, 3-(methylthio)-1-phenyl-5-(2-pyridinyl)-
• CAS NO: 78227-67-5
• Molecular Formula: C17H15NO2S
• Molecular Weight: 297.378
• Mol File: 78227-67-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Pentene-1,5-dione, 3-(methylthio)-1-phenyl-5-(2-pyridinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentene-1,5-dione, 3-(methylthio)-1-phenyl-5-(2-pyridinyl)-(78227-67-5)
• EPA Substance Registry System: 2-Pentene-1,5-dione, 3-(methylthio)-1-phenyl-5-(2-pyridinyl)-(78227-67-5)

Safety Data

• Hazardous Substances Data: 78227-67-5(Hazardous Substances Data)

Upstream product

• 1122-62-9 2-acetylpyridine 
• 13636-88-9 3,3-bis(methylthio)-1-phenylprop-2-en-1-one 

Relevant articles and documents

Synthesis of 2,6-Disubstituted Pyridines, Polypyridinyls, and Annulated Pyridines

1,5-Enediones containing a variety of substituents in the 1,5-positions are formed in good yields by the reaction of methyl ketone enolates, generated with potassium tert-butoxide, with α-oxoketene dithioacetals, the latter being prepared from alkyl, cycloalkyl, aryl, or heteryl methyl ketones, NaH, CS2, and CH3I.Ring closure of the 1,5-enediones with NH4OAc gave 2,6-disubstituted 4-(methylthio)pyridines in good to excellent yields.This procedure is particularly suited for the synthesis of 2,6-diheterylpyridines and provides a simple synthesis of terpyridinyl and other oligopyridines.The methylthio groups in the α-oxoketene dithioacetals may be oxidized to the mono- and disulfoxides with m-chloroperbenzoic acid, but with excess peracid, in addition to oxidation to the disulfone, epoxidation of the double bond also occurs.The pyridine 4-methylthio substituent may also be oxidized to the sulfoxide and to the sulfone, and the latter may be displaced with cyanide ion to form the corresponding 4-carbonitrile.