78274-16-5

Basic information

• Product Name: 1'-Benzylspiroimidazolin>-5'-on
• Synonyms: 1'-Benzylspiroimidazolin>-5'-on
• CAS NO: 78274-16-5
• Molecular Weight: 200.24
• Mol File: 78274-16-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1'-Benzylspiroimidazolin>-5'-on(CAS DataBase Reference)
• NIST Chemistry Reference: 1'-Benzylspiroimidazolin>-5'-on(78274-16-5)
• EPA Substance Registry System: 1'-Benzylspiroimidazolin>-5'-on(78274-16-5)

Safety Data

• Hazardous Substances Data: 78274-16-5(Hazardous Substances Data)

Upstream product

• 32755-45-6 1-Isocyan-1-cyclopropancarbonsaeure-ethylester 
• 100-46-9 benzylamine 
• 71015-23-1 methyl 1-isocyano cyclopropane carboxylate 

Relevant articles and documents

Silver Nitrate-Catalyzed Isocyanide Insertion/Lactamization Sequence to Imidazolones and Quinazolin-4-ones: Development and Application in Natural Product Synthesis

Silver nitrate-catalyzed reaction of methyl α,α-disubstituted α-isocyanoacetates with primary amines afforded 3,5,5-trisubstituted imidazolones in good to excellent yields. A silver salt-catalyzed insertion of the isocyano group into the N-H bond of the amine followed by in situ lactamization accounted for the reaction outcome. The same transformation between methyl 2-isocyanobenzoate and amines afforded quinazolin-4-ones in excellent yields. The utility of this chemistry was illustrated by the development of concise syntheses of (±)-evodiamine and rutaecarpine.