170564-81-5

Basic information

• Product Name: 6-oxo-2-phenyl-5-phenyliodonium-1,6-dihydropyrimidin-4-olate
• Synonyms: 6-oxo-2-phenyl-5-phenyliodonium-1,6-dihydropyrimidin-4-olate
• CAS NO: 170564-81-5
• Molecular Weight: 390.18
• Mol File: 170564-81-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-oxo-2-phenyl-5-phenyliodonium-1,6-dihydropyrimidin-4-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 6-oxo-2-phenyl-5-phenyliodonium-1,6-dihydropyrimidin-4-olate(170564-81-5)
• EPA Substance Registry System: 6-oxo-2-phenyl-5-phenyliodonium-1,6-dihydropyrimidin-4-olate(170564-81-5)

Safety Data

• Hazardous Substances Data: 170564-81-5(Hazardous Substances Data)

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 13566-71-7 6-hydroxy-2-phenyl-[3H]-pyrimidin-4-one 

Downstream Products

• 91520-67-1 4-phenoxy-2-phenylpyrimidin-6(1H)-one 
• 91520-64-8 5-iodo-4-phenoxy-2-phenylpyrimidin-6(1H)-one 
• 72192-36-0 5-bromo-4-hydroxy-2-phenylpyrimidin-6(1H)-one 
• 1207-85-8 5-chloro-4-hydroxy-2-phenylpyrimidin-6(1H)-one 

Relevant articles and documents

Ylides of Heterocycles. VII. . I-, N-, P- and S-Ylides of Pyrimidones

The reaction of pyrimidone derivatives 1a-d with iodosobenzene prepared in situ from diacetoxyiodobenzene or dichloroiodobenzene afforded the iodonium-ylides 2a-d in good yields.Their thermal rearrangement produced 5-iodo-4-phenoxy-pyrimidin-6(1H)-ones 3a-c.Reductive deiodination of 3 gave the corresponding 4-phenoxypyrimidin-6(1H)-ones 4a-c.Acid catalized treatment of the iodonium-ylides 2a-d with nucleophiles such as pyridine, nicotinamide, isoquinoline, or triphenylphosphine produced the corresponding N- or P-ylides 7, 8, 9, and 10, respectively.The thiophanium-ylides 11a,c were obtained from the iodonium-ylides 2 without the use of a catalyst.The pyridinium-ylides 7 have also been prepared from the 5-halopyrimidones 5 or 6 which in turn could be obtained from the reactive iodonium-ylides 2 with hydrochloric or hydrobromic acid, respectively.