3-Phenyl-2-oxazolidinone

Base Information

• Chemical Name: 3-Phenyl-2-oxazolidinone
• CAS No.: 703-56-0
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 2934999090
• European Community (EC) Number: 924-463-1,826-136-8
• NSC Number: 40495,37752
• UNII: MM4K6346AP
• DSSTox Substance ID: DTXSID40220568
• Nikkaji Number: J410.599K
• Wikidata: Q83097859
• ChEMBL ID: CHEMBL1886910
• Mol file: 703-56-0.mol

Synonyms:3-Phenyl-2-oxazolidinone;703-56-0;3-Phenyl-1,3-oxazolidin-2-one;3-phenyloxazolidin-2-one;3-phenyl-oxazolidin-2-one;NSC37752;MLS002608237;NSC 37752;NSC-37752;NSC-40495;3-phenyl-2-oxazolidone;n-phenyl-2-oxazolidinone;3-Phenyloxazolidine-2-one;2-Oxazolidinone, 3-phenyl-;SCHEMBL297319;MM4K6346AP;CHEMBL1886910;DTXSID40220568;HMS3078H10;NSC40495;3-Phenyl-1,3-oxazolidin-2-one #;MFCD00020870;AKOS005207119;SMR001526988;CS-0262349;FT-0616330;EN300-82208;Z235352409

Chemical Property of 3-Phenyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 0.0203mmHg at 25°C
• Melting Point: 120-122°C
• Boiling Point: 251.6°C at 760 mmHg
• Flash Point: 106°C
• PSA: 29.54000
• Density: 1.24g/cm³
• LogP: 1.70820
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Very Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)N1C2=CC=CC=C2
• Uses: 3-Phenyl-2-oxazolidinone (cas# 703-56-0) could be a useful therapeutic agent for type 2 diabetes.

Technology Process of 3-Phenyl-2-oxazolidinone

There total 60 articles about 3-Phenyl-2-oxazolidinone 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: 99.0%

dimethylenecyclourethane (497-25-6) + bromobenzene (108-86-1,52753-63-6) → N-phenyl-2-oxazolidinone (703-56-0)

Guidance literature:

With potassium phosphate; aluminium(III) triflate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; Reagent/catalyst;

DOI:10.1021/acscatal.7b01317

Reference yield: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 2-Anilinoethanol (122-98-5) → N-phenyl-2-oxazolidinone (703-56-0)

Guidance literature:

carbon dioxide; 2-Anilinoethanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 0.75h;

With tributylphosphine; di-tert-butyl-diazodicarboxylate; In acetonitrile; at 0 ℃; for 0.333333h;

DOI:10.1021/ol0491080

Reference yield: 98.0%

oxirane (75-21-8,99932-75-9) + carbon dioxide (124-38-9,18923-20-1) + aniline (62-53-3) → N-phenyl-2-oxazolidinone (703-56-0)

Guidance literature:

With 4-(ammonio)butane-1-sulfonate modified Spirulina (Arthrospira) platensis nanocatalysts; In neat (no solvent); at 100 ℃; for 1.5h; under 7500.75 - 15001.5 Torr; Autoclave; Enzymatic reaction;

DOI:10.1007/s10562-017-2217-z

upstream raw materials:

oxirane

1,4-dioxane

tetraethylammonium bromide

phenyl isocyanate

Downstream raw materials:

N-(2-chloroethyl)aniline

methylammonium carbonate

(N-phenyl)phenylethylamine

4-phenyl-3-((E)-3-phenylacryloyl)oxazolidin-2-one

Refernces

• 1、 Chen, Xiao-Chao,Liu, Ye,Lu, Yong,Yao, Yin-Qing,Zhao, Kai-Chun. "Synergetic activation of CO2by the DBU-organocatalyst and amine substrates towards stable carbamate salts for synthesis of oxazolidinones". . p. 7072 - 7082. Retrieved 2021/11/17.
• 2、 Ando, Shin,Hirota, Yurina,Matsunaga, Hirofumi,Ishizuka, Tadao. "Nickel-catalyzed N-arylation of amines with arylboronic acids under open air". supporting information. p. 1277 - 1280. Retrieved 2019/04/10.