101574-28-1

Basic information

• Product Name: 2-Azetidinone, 4-[4-(dimethylamino)phenyl]-1-phenyl-
• CAS NO: 101574-28-1
• Molecular Formula: C17H18N2O
• Molecular Weight: 266.343
• Mol File: 101574-28-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Azetidinone, 4-[4-(dimethylamino)phenyl]-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone, 4-[4-(dimethylamino)phenyl]-1-phenyl-(101574-28-1)
• EPA Substance Registry System: 2-Azetidinone, 4-[4-(dimethylamino)phenyl]-1-phenyl-(101574-28-1)

Safety Data

• Hazardous Substances Data: 101574-28-1(Hazardous Substances Data)

Upstream product

• 463-51-4 Ketene 
• 889-37-2 N,N-dimethyl-4-((phenylimino)methyl)aniline 
• 40339-45-5 N,N-dimethyl-4-((Z)-phenylimino-methyl)-aniline 
• 105-36-2 ethyl bromoacetate 

Relevant articles and documents

3-Methylidene-β-lactams as potential inhibitors of β-lactamases. Part 1: Synthesis of α-substituted derivatives from imines by Reformatzky reaction with chlorotrimethylsilane, silylation and Peterson olefination

A new variation of the Reformatzky reaction with use of I2/zinc and chlorotrimethylsilane in THF and a shortened work-up is described allowing the synthesis of a wide variety of substituted β-lactams 3 in fairly good yield. These lactams are silylated according to the Peterson reaction yielding by reactions with appropriate carbonyl compounds E/Z-mixtures of the substituted 3-methylidene β-lactams 7, 8 and 10. The isomers are separated by CC and completely characterized by spectroscopic methods, mainly 1H NMR spectroscopy. Condensation of the 3-formyl methylidene derivative 10 with amines or malonate yields the conjugated products 11, and from the isopropylidene derivative 6 the pyridinium sulfonate 14 is prepared via 12 and 13. All methylidene β-lactams are prepared as model compounds for studying their activity against β-lactamases and for elucidating the mechanism of action.