1,4-Diphenyl-2-azetidinone

Base Information

• Chemical Name: 1,4-Diphenyl-2-azetidinone
• CAS No.: 13474-22-1
• Molecular Formula: C15H13 N O
• Molecular Weight: 223.274
• Hs Code.: 2933790090
• NSC Number: 54595
• Nikkaji Number: J247.338K
• ChEMBL ID: CHEMBL1893066
• Mol file: 13474-22-1.mol

Synonyms:1,4-Diphenyl-2-azetidinone;1,4-diphenylazetidin-2-one;13474-22-1;2-Azetidinone, 1,4-diphenyl-;2-Azetidinone,1,4-diphenyl-;NSC54595;MLS000538820;SCHEMBL523273;1,4-diphenyl-azetidin-2-one;CHEMBL1893066;HMS2159D04;HMS3353L18;NSC 54595;NSC-54595;AKOS015907497;NCGC00247248-01;SMR000161710;AQ-344/43100294

Chemical Property of 1,4-Diphenyl-2-azetidinone

Chemical Property:

• Vapor Pressure: 4.23E-08mmHg at 25°C
• Boiling Point: 444.6°Cat760mmHg
• Flash Point: 219.6°C
• PSA: 20.31000
• Density: 1.194g/cm³
• LogP: 3.22960
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 1,4-Diphenyl-2-azetidinone

There total 71 articles about 1,4-Diphenyl-2-azetidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

trans-3-bromo-1,4-diphenylazetidin-2-one (29834-36-4,29834-37-5,79113-90-9) → 1,4-diphenyl-azetidin-2-one (13474-22-1)

Guidance literature:

With tetraethylammonium perchlorate; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; preparative controlled-potential electrolysis, -1.3 V;

Reference yield: 99.0%

(+/-)-trans-3-chloro-1,4-diphenyl-2-azetidinone (22085-94-5,27348-77-2,37872-03-0) → 1,4-diphenyl-azetidin-2-one (13474-22-1)

Guidance literature:

With tetraethylammonium perchlorate; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; preparative controlled-potential electrolysis, -2.2 V;

Reference yield: 93.0%

Cyano-[1,4-diphenyl-azetidin-(2E)-ylidene]-acetic acid methyl ester (98714-56-8) → 1,4-diphenyl-azetidin-2-one (13474-22-1)

Guidance literature:

With potassium permanganate; magnesium sulfate; In water; acetone; Ambient temperature;

DOI:10.1016/S0040-4020(01)96559-7

upstream raw materials:

3-bromo-1,4-diphenylazetidin-2-one

ethyl 3-anilino-3-phenylpropanoate

N-Phenyl-β-phenyl-β-alanine

phenyl 3-chloro-3-phenylpropanamide

Downstream raw materials:

cis-1,4-diphenyl-3-(trimethylsilyl)azetidin-2-one

trans-3-Trimethylsilyl-1,4-diphenyl-2-azetidinon

3-(Hydroxy-p-tolyl-methyl)-1,4-diphenyl-azetidin-2-one

3-[(4-Chloro-phenyl)-hydroxy-methyl]-1,4-diphenyl-azetidin-2-one

Refernces

• 1、 Goyal, Sandeep,Pal, Anang,Chouhan, Mangilal,Gangar, Mukesh,Sarak, Sharad,Nair, Vipin A.. "A highly efficient stereoselective synthesis of β-lactams". . p. 346 - 348. Retrieved 2017.
• 2、 Banik, Bimal K.,Ghatak, Anjan,Becker, Frederick F.. "Indium-mediated facile synthesis of 3-unsubstituted β-lactams". . p. 2179 - 2181. Retrieved 2000.
• 3、 Nozawa-Kumada, Kanako,Saga, Satoshi,Matsuzawa, Yuta,Hayashi, Masahito,Shigeno, Masanori,Kondo, Yoshinori. "Copper-Catalyzed Oxidative Benzylic C(sp3)?H Cyclization for the Synthesis of β-Lactams". supporting information. p. 4496 - 4499. Retrieved 2020/04/10.
• 4、 Hosseini, Abolfazl,Schreiner, Peter R.. "Synthesis of Exclusively 4-Substituted β-Lactams through the Kinugasa Reaction Utilizing Calcium Carbide". supporting information. p. 3746 - 3749. Retrieved 2019/05/24.