863997-53-9

Basic information

• Product Name: 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-2,3-dihydro-1H-pyrrole-2,3-dione
• CAS NO: 863997-53-9
• Molecular Weight: 463.489
• Mol File: 863997-53-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-2,3-dihydro-1H-pyrrole-2,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-2,3-dihydro-1H-pyrrole-2,3-dione(863997-53-9)
• EPA Substance Registry System: 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-2,3-dihydro-1H-pyrrole-2,3-dione(863997-53-9)

Safety Data

• Hazardous Substances Data: 863997-53-9(Hazardous Substances Data)

Upstream product

• 890-51-7 N-benzylidenenaphthalen-1-amine 

Downstream Products

• 957209-76-6 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic 1-naphthylamide 
• 957209-80-2 5-(2-aminophenylamino)-3-hydroxy-4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-1,5-dihydro-2H-pyrrol-2-one 
• 957209-84-6 3-[1-(4-methoxybenzoyl)-2-(4-methoxyphenyl)-2-(1-naphthylamino)vinyl]-1H-quinoxalin-2-one 

Relevant articles and documents

Synthesis and thermolysis of the 2,3-dihydro-1H-pyrole-2,3-diones, pseudopericyclic reactions of formyl(N-phenylimidoyl)ketene: Experimental data and PM3 calculations

The reactions of the 2,3-dihydro-1H-furan-2,3-dione 1 with Schiff bases 2a-f at 60-70°C furnish the corresponding 2,3-dihydro-1H-pyrole-2,3-diones 3a-f. The heating of 3a-d afforded the corresponding 4-methoxybenzoyl(N- arylimidoyl)ketenes 4a-d as intermediates which undergo a very facile cyclization to quinoline-4-ones 5a-d. According to our PM3 calculations, fragmentation of 4-formyl-2,3-dihydro-1H-pyrole-2,3-dione and 1,4-cyclization of formyl(N-phenylimidoyl)ketene IN1 to azetin-2-one IN2 and oxetone IN3 are pseudopericyclic reactions with two orbital connections, proceed via planar transition structures. Due to to the possibility of syn and anti conformations of the imine phenyl, there are eight E/Z-isomers of IN1. In addition, we have also calculated reaction mechanism of formation of quinoline-4-ones by the PM3 method.