13474-22-1

Basic information

• Product Name: 1,4-diphenyl-2-azetidinone
• Synonyms: 1,4-diphenyl-2-azetidinone;Aids019044;Aids-019044
• CAS NO: 13474-22-1
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.2698
• Mol File: 13474-22-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 444.6°Cat760mmHg
• Flash Point: 219.6°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 4.23E-08mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 1,4-diphenyl-2-azetidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-diphenyl-2-azetidinone(13474-22-1)
• EPA Substance Registry System: 1,4-diphenyl-2-azetidinone(13474-22-1)

Safety Data

• Hazardous Substances Data: 13474-22-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 49, p. 10965, 1993 DOI: 10.1016/S0040-4020(01)80250-7

InChI:InChI=1/C15H13NO/c17-15-11-14(12-7-3-1-4-8-12)16(15)13-9-5-2-6-10-13/h1-10,14H,11H2

Upstream product

• 463-51-4 Ketene 
• 538-51-2 benzylidene phenylamine 
• 105-36-2 ethyl bromoacetate 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 2417-90-5 bromopropionitrile 
• 29834-36-4 trans-3-bromo-1,4-diphenylazetidin-2-one 
• 22086-33-5 1,4-diphenyl-3-dichloro-azetidine-2-one 
• 124-38-9 carbon dioxide 
• 5437-45-6 Benzyl bromoacetate 
• 6846-55-5 ethyl 3-anilino-3-phenylpropanoate 
• 79113-90-9 3-bromo-1,4-diphenylazetidin-2-one 
• 100-42-5 styrene 
• 1233934-50-3 (1R,2S)-2-phenylcyclopropyl phenyl sulfone 
• 1375257-24-1 N-acetyl-(S)-4-isopropyl-1-[(R)-1-phenylethyl] imidazolidin-2-one 

Downstream Products

• 161332-05-4 Nd(C₁₄H₁₃NCO)3Cl₃ 
• 161332-06-5 Sm(C₁₄H₁₃NCO)3Cl₃ 
• 17324-17-3 trans-3-methyl-1,4-diphenylazetidin-2-one 
• 100-42-5 styrene 
• 103-71-9 phenyl isocyanate 
• 4888-33-9 4-phenyl-3,4-dihydro-1H-quinolin-2-one 
• 91-78-1 1,3,5-triphenylhexahydro-1,3,5-triazine 
• 890411-58-2 1,2-diphenylazetidine 
• 463-51-4 Ketene 
• 538-51-2 benzylidene phenylamine 
• 40156-50-1 (3S*,4R*)-3-(1-Hydroxy-1-methylethyl)-1,4-diphenyl-2-azetidinon 
• 40156-53-4 1,4-Diphenyl-3-(3-phenyl-3-phenylaminopropionyl)-2-azetidinon 
• 6049-56-5 N-Phenyl-β-phenyl-β-alanine 
• 15148-17-1 3-phenyl-3-(phenylamino)propan-1-ol 

Relevant articles and documents

STEREOSELECTIVE PREPARATION OF β-AMINO-ACYL IRON COMPLEXES FOR β-LACTAM SYNTHESIS

The enolate derived from 5-C5H5)Fe(PPh3)(CO)(COCH3)> and n-butyl lithium reacts stereoselectively with imines to yield β-amino-acyl complexes which on oxidation give β-lactams.

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β-Lactam Formation by Ultrasound-promoted Reformatsky Type Reaction

Ultrasound was found to promote the reaction between ethyl bromoacetate, zinc, and a Schiff base such that an excellent yield of β-lactams was obtained in a few hours at room temperature.

Copper-Catalyzed Oxidative Benzylic C(sp3)?H Cyclization for the Synthesis of β-Lactams

β-Lactams are important structural motifs because of their ubiquity in natural products and pharmaceuticals. We report herein a Cu-catalyzed intramolecular oxidative C(sp3)?H amidation for the synthesis of β-lactams using tBuOOtBu. This method

Synthesis of Exclusively 4-Substituted β-Lactams through the Kinugasa Reaction Utilizing Calcium Carbide

A new Kinugasa reaction protocol has been elaborated for the one-pot synthesis of 4-substituted β-lactams utilizing calcium carbide and nitrone derivatives. Calcium carbide is thereby activated by TBAF·3H2O in the presence of CuCl/NMI. The ease of synthesis and use of inexpensive chemicals provides rapid access of practical quantities of β-lactams exclusively substituted at position 4.