129124-80-7

Basic information

• Product Name: 1,7-Diaza-8,9-dioxo-6-phenylbicyclo<4.2.1>nonane
• Synonyms: 1,7-Diaza-8,9-dioxo-6-phenylbicyclo<4.2.1>nonane
• CAS NO: 129124-80-7
• Molecular Weight: 230.266
• Mol File: 129124-80-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,7-Diaza-8,9-dioxo-6-phenylbicyclo<4.2.1>nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-Diaza-8,9-dioxo-6-phenylbicyclo<4.2.1>nonane(129124-80-7)
• EPA Substance Registry System: 1,7-Diaza-8,9-dioxo-6-phenylbicyclo<4.2.1>nonane(129124-80-7)

Safety Data

• Hazardous Substances Data: 129124-80-7(Hazardous Substances Data)

Upstream product

• 129104-33-2 3-(Aminocarbonyl)-3-phenylhexahydro-2H-azepin-2-one 
• 129104-34-3 3--3-phenylhexahydro-2H-azepin-2-one 
• 3457-66-7 α-bromo-ε-caprolactam 
• 129104-31-0 3-Cyano-3-phenylhexahydro-2H-azepin-2-one 
• 16372-14-8 3-Cyanohexahydro-2H-azepin-2-one 

Relevant articles and documents

Bicyclic Imides with Bridgehead Nitrogen. Synthesis of an Anti-Bredt Bicyclic Hydantoin

The first synthesis of an anti-Bredt bicyclic hydantoin containing an imide bridgehead nitrogen was accomplished.In this procedure 3-bromo-ε-caprolactam (14) was converted to 3-cyano-ε-caprolactam (15).A key reaction was the phenylation of 15 using Ph5Bi to provide 3-cyano-3-phenyl-ε-caprolactam (18), although limitations of this procedure were revealed by unsuccessful efforts with closely related structures.Nitrile 18 was hydrolyzed to the 3-carboxamide 20, which underwent a Hofmann rearrangement in the presence of Pb(OAc)4 and 2,6-lutidine.The rearrangement of 20 was accompanied by intramolecular attack of the lactam nitrogen on the intermediate isocyanate to give the final product, 1,7-diaza-8,9-dioxo-6-phenylbicyclononane (5).Thus 5 was formed from 14 in five steps and an overall yield of 17percent.The structural assignment of 5 was supported by an 15N NMR study.