78227-65-3

Basic information

• Product Name: 2-Pentene-1,5-dione, 1,5-bis(4-methoxyphenyl)-3-(methylthio)-
• CAS NO: 78227-65-3
• Molecular Formula: C20H20O4S
• Molecular Weight: 356.442
• Mol File: 78227-65-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Pentene-1,5-dione, 1,5-bis(4-methoxyphenyl)-3-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentene-1,5-dione, 1,5-bis(4-methoxyphenyl)-3-(methylthio)-(78227-65-3)
• EPA Substance Registry System: 2-Pentene-1,5-dione, 1,5-bis(4-methoxyphenyl)-3-(methylthio)-(78227-65-3)

Safety Data

• Hazardous Substances Data: 78227-65-3(Hazardous Substances Data)

Upstream product

• 33868-76-7 1-(4-methoxyphenyl)-3,3-bis(methylsulfanyl)propenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 120105-41-1 1-(4-chlorophenyl)-3-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-4-methylthio-2-thioxo-1,2-dihydropyridine 
• 120105-40-0 3-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-4-methylthio-1-phenyl-2-thioxo-1,2-dihydropyridine 
• 123958-27-0 (4-Methoxy-phenyl)-[5-(4-methoxy-phenyl)-3-methylsulfanyl-furan-2-yl]-methanone 
• 78570-39-5 2,6-Bis-(4-methoxy-phenyl)-4-methylsulfanyl-pyridine 

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.