90140-27-5

Basic information

• Product Name: 2,3-Furandione, 5-phenyl-4-[phenyl(phenylimino)methyl]-
• CAS NO: 90140-27-5
• Molecular Formula: C23H15NO3
• Molecular Weight: 353.377
• Mol File: 90140-27-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,3-Furandione, 5-phenyl-4-[phenyl(phenylimino)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Furandione, 5-phenyl-4-[phenyl(phenylimino)methyl]-(90140-27-5)
• EPA Substance Registry System: 2,3-Furandione, 5-phenyl-4-[phenyl(phenylimino)methyl]-(90140-27-5)

Safety Data

• Hazardous Substances Data: 90140-27-5(Hazardous Substances Data)

Upstream product

• 14041-89-5 N-isopropyl-N'-phenylcarbodiimide 
• 17571-17-4 4-benzoyl-5-phenyl-furan-2,3-dione 

Downstream Products

• 90140-41-3 1,2,7,7a-Tetrahydro-1-methyl-2-(methylimino)-4,7,7a-triphenylpyrrolo<2,3-d><1,3>oxazin-5,6-dion 
• 90140-29-7 7,7a-Dihydro-1,3-bis(4-methylphenyl)-4,7,7a-triphenyl-1H-pyrrolo<2,3-d>pyrimidin-2,5,6(3H)-trion 
• 90140-26-4 7,7α-Dihydro-1,3,4,7,7a-pentaphenyl-1H-pyrrolo<2,3-d>pyrimidin-2,5,6(3H)-trion 
• 61707-51-5 3-benzoyl-2-phenyl-quinolin-4-(1H)-one 
• 36684-30-7 4-benzoyl-1,5-diphenyl-2,3-dihydropyrrole-2,3-dione 

Relevant articles and documents

Reactions of Cyclic Oxalyl Compounds, XXIII. Reactions of Five-membered 2,3-Dioxo Heterocycles with Carbodiimides - a Synthetic Pathway to Hetero Analogues of Deazapurine Systems

The furandione 1 reacts with diaryl- or arylalkylcarbodiimides to yield 4--2,3-furandiones 5, which isomerize to 2,3-pyrrolediones 2 above 60 deg C. 1, 2, and 5 react with dimethylcarbodiimide under mild conditions (20 deg C, a few minutes) to give the so far unknown pyrrolooxazinediones 7 which reversibly can lose dimethylcarbodiimide to form again 2.Analogously 2,3-thiophenedione 3 and dimethyl- or diisopropylcarbodiimide yield the pyrrolothiazines 8.The basic skeletons of 7 and 8 were determined by X-ray structure analys is of 7a and 8b.On the other hand, the reaction of 1 with diethyl- or diisopropylcarbodiimide leads to furopyrimidines 10.The bicyclic compounds 7, 8, and 10 can be regarded as heteroanalogues of the 7-deazapurine system.The reaction pathways leading to 5, 7, 8, and 10 involve cycloadditions, cycloreversions or fragmentation reactions as well as some surprising new furandione-furandione rearrangements.