25566-02-3

Basic information

• Product Name: 1-BENZOYL-AZETIDIN-3-ONE
• Synonyms: 1-BENZOYL-AZETIDIN-3-ONE;3-Azetidinone, 1-benzoyl-
• CAS NO: 25566-02-3
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18
• Mol File: 25566-02-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BENZOYL-AZETIDIN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZOYL-AZETIDIN-3-ONE(25566-02-3)
• EPA Substance Registry System: 1-BENZOYL-AZETIDIN-3-ONE(25566-02-3)

Safety Data

• Hazardous Substances Data: 25566-02-3(Hazardous Substances Data)

Upstream product

• 532-32-1 sodium benzoate 
• 17557-84-5 3-oxoazetidine hydrochloride salt 
• 98-88-4 benzoyl chloride 
• 222527-63-1 N-benzoyl-3-methyleneazetidine 
• 118973-02-7 N-benzoyl-3-(ethylidene)azetidine 
• 25566-00-1 (3-hydroxyazetidin-1-yl)phenylmethanone 
• 26412-87-3 sulfur trioxide pyridine complex 
• 222527-61-9 N-benzoyl-3-(bromomethyl)-3-chloroazetidine 

Downstream Products

• 118973-02-7 N-benzoyl-3-(ethylidene)azetidine 
• 25566-03-4 1-benzoyl-3-phenyl-azetidin-3-ol 
• 1211937-07-3 C₂₀H₃₁NO₂Si 

Relevant articles and documents

Addition of trimethylsilyl azide and of "mixed anhydrides" to the N-C(3) σ-bond in 3-substituted-1-azabicyclo[1.1.0]butanes

Trimethylsilyl azide adds smoothly to the highly strained N-C(3) σ-bond in 3-ethyl-1-azabicyclo[1.1.0]-butane (1) to afford an adduct, 2, that reacts in situ with a variety of electrophilic reagents (i.e., ethyl chloroformate, p-toluenesulfonyl chloride,

Amide bond formation in aqueous solution: Direct coupling of metal carboxylate salts with ammonium salts at room temperature

Herein, we report a green, expeditious, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary amine bases. The water-soluble coupling reagent EDC·HCl is a key component in the reaction. The reaction runs smoothly with unsubstituted/substituted ammonium salts and provides a clean product without column chromatography. Our reaction tolerates both carboxylate (which are unstable in other forms) and amine salts (which are unstable/volatile when present in free form). We believe that the reported method could be used as an alternative and suitable method at the laboratory and industrial scales. This journal is

Synthesis of N-substituted azetidin-3-ones

Addition of RC(O)Cl (R = OEt, Me, or Ph) across the highly strained N- C(3) σ-bond in 3-bromomethyl-1-azabicyclo[1.1.0]butane (1) afforded the corresponding N-acyl-3-bromomethyl-3-chloroazetidines (2a-2c, respectively). Subsequent zinc promoted eliminativ

Preparation of 3-Oxo- and 3-Ethylideneazetidine Derivatives

The preparation of 3-azetidinones with different N-substituents and their transformation to 3-ethylideneazetidines has been studied in relation with a projected synthesis of 3-ethylideneazetidine-2-carboxylic acid (= polyoximic acid; 1).The stable crystal

N-Acyl-3-azetidinone

Disclosed herein are novel N-acyl-3-aryl-3-azetidinols useful as intermediates. A method is provided for their direct preparation from acyclic starting materials. These N-acyl-3-aryl-azetidinols provide a convenient route to the 3-azetidinol series.