56409-80-4

Basic information

• Product Name: 5-benzyl-6-oxo-1,2,3-triphenyl-1,6-dihydropyrimidin-3-ium-4-olate
• Synonyms: 5-benzyl-6-oxo-1,2,3-triphenyl-1,6-dihydropyrimidin-3-ium-4-olate
• CAS NO: 56409-80-4
• Molecular Formula: C₂₉H₂₂N₂O₂
• Molecular Weight: 430.49718
• Mol File: 56409-80-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 5-benzyl-6-oxo-1,2,3-triphenyl-1,6-dihydropyrimidin-3-ium-4-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyl-6-oxo-1,2,3-triphenyl-1,6-dihydropyrimidin-3-ium-4-olate(56409-80-4)
• EPA Substance Registry System: 5-benzyl-6-oxo-1,2,3-triphenyl-1,6-dihydropyrimidin-3-ium-4-olate(56409-80-4)

Safety Data

• Hazardous Substances Data: 56409-80-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C29H22N2O2/c32-28-26(21-22-13-5-1-6-14-22)29(33)31(25-19-11-4-12-20-25)27(23-15-7-2-8-16-23)30(28)24-17-9-3-10-18-24/h1-20H,21H2/p+1

Upstream product

• 77951-71-4 N¹-(2-Benzyl-5,6,7,8-tetrachlor-2,3-dihydro-3-oxo-1,4-benzodioxin-2-ylcarbonyl)-N¹,N²-diphenylbenzamidin 
• 2556-46-9 N,N'-diphenylbenzamidine 
• 15781-74-5 bis(2,4,6-trichlorophenyl)-2-benzylmalonate 
• 2556-46-9 N,N'-diphenylbenzamidine 

Downstream Products

• 103-71-9 phenyl isocyanate 
• 85037-41-8 5-Benzyl-6-(4-methoxy-phenoxy)-2,3-diphenyl-3H-pyrimidin-4-one 
• 25940-64-1 2,4,6-tris(4-methoxyphenoxy)-1,3,5-triazine 
• 36406-13-0 4-benzyl-3,5-dioxo-1,2,6-triphenyl-2,6-diazabicyclo[2.2.2]octane-7,8-dicarboxylic anhydride 
• 2556-46-9 N,N'-diphenylbenzamidine 
• 77951-70-3 N¹,N²-Diphenyl-N¹-(5,6,7,8-tetrachlor-2,3-dihydro-3-oxo-phenyl-1,4-benzodioxin-2-ylcarbonyl)benzamidin 
• 77951-72-5 N¹,N²-Diphenyl-N¹-(5,6,7,8-tetrachlor-2-ethyl-2,3-dihydro-3-oxo-1,4-benzodioxin-2-ylcarbonyl)benzamidin 
• 56431-38-0 3,6-Dihydro-1,2,3,5-tetraphenyl-1-pyrimidinium-4-olat 
• 61201-41-0 5-ethyl-3,4-dihydro-4-oxo-1,2,3-triphenylpyrimidin-1-ium-6-olate 
• 1919-45-5 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine 
• 85037-40-7 5-Benzyl-6-(4-chloro-phenoxy)-2,3-diphenyl-3H-pyrimidin-4-one 
• 1919-48-8 2,4,6-triphenoxy-1,3,5-triazine 
• 85037-39-4 5-Benzyl-6-phenoxy-2,3-diphenyl-3H-pyrimidin-4-one 
• 88754-56-7 1-Benzyl-4,5,8-triphenyl-2,3-dioxa-5,8-diaza-bicyclo[2.2.2]octane-6,7-dione 

Relevant articles and documents

Model studies related to synthesis and 1,4-dipolar cycloaddition reactions of mesoionic heterocycles

The reaction of 2-(substituted amino)pyridine with reactive malonic acid derivatives provided an extremely facile synthesis of the mesoionic compound 4-oxo-4H-pyrido[1,2-a]pyrimidin-1-ium-2-olates. N,N'-Disubstituted amidine reacted with diethyl malonate to afford 4-quinolone in a one-pot cyclization and rearrangement (type A/I) of 4-oxopyridiniumolate 6. The latter compound was isolated via a reaction of acyclic amidine with AME's. A cycloaddition reaction of the mesoionic pyrimidine 6 with maleic anhydride or N- phenylmaleimide yielded [2+4] cycloadducts. Triphenyl pyrrolopyridinetrione 12 was achieved via a ring transformation of the cycloadduct 4-benzyl-3,5- dioxo-1,2,6-triphenyl-2,6-diazabicyclo[2.2.2]octane-7,8-dicarboxylic anhydride 11d. In contrast, the cycloadduct 4-ethyl derivative 11c and substituted 3,5-dioxo-1,2,6-triphenyl-2,6-diazabicyclo[2.2.2]octane-7,8- dicarboxylic N-phenylimides did not give 12 under the same reaction conditions. The mechanistic pathway for the formation of 12 was studied. Dimethyl acetylenedicarboxylate reacted with 6b,c to furnish 2-oxo-1,2- dihydropyridine-4,5-dicarboxylates.