473998-96-8

Basic information

• Product Name: 1-phenyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
• Synonyms: 1-phenyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
• CAS NO: 473998-96-8
• Molecular Weight: 250.3
• Mol File: 473998-96-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-phenyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(473998-96-8)
• EPA Substance Registry System: 1-phenyl-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one(473998-96-8)

Safety Data

• Hazardous Substances Data: 473998-96-8(Hazardous Substances Data)

Upstream product

• 1664-40-0 N-(2-aminoethyl)benzeneamine 
• 119-67-5 o-carboxybenzaldehyde 
• 82806-17-5 2-(2-(phenylamino)ethyl)isoindoline-1,3-dione 
• 85-44-9 phthalic anhydride 
• 813468-92-7 3-hydroxy-2,3-dihydro-2-(2-(phenylamino)ethyl)-1H-isoindol-1-one 

Relevant articles and documents

Kinetic versus thermodynamic access to imidazoisoindolones, benzimidazoisoindolones, and [1,4]diazepinoisoindolones: Intramolecular nitrogen and π-aromatic trapping of N-acyliminium cation

Efficient assembly of substituted imidazo[2,1-a]isoindolones I is reported from suitable α,β-diamine IV (or corresponding β-nitroamine) and phthalic anhydride (1) in a three- or four-step sequence in good yields. The key step of this methodology is based on an intramolecular α-aza- amidoalkylation of the N-acyliminium species. Furthermore, when R2 is an aromatic moiety a competing α-amidoalkylation took place and imidazo[2,1-a]isoindolones (or benzimidazo[2,1-a]isoindolones) I and/or isoindolo[1,4]benzodiazepines III were obtained under kinetic or thermodynamic control. The chemoselectivity of these transformations is also discussed.