5-Methylidene-3-phenyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: 5-Methylidene-3-phenyl-1,3-oxazolidin-2-one
• CAS No.: 112474-32-5
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• DSSTox Substance ID: DTXSID40548815
• Wikidata: Q82427648
• Mol file: 112474-32-5.mol

Synonyms:112474-32-5;5-Methylidene-3-phenyl-1,3-oxazolidin-2-one;DTXSID40548815

Chemical Property of 5-Methylidene-3-phenyl-1,3-oxazolidin-2-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 231

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CN(C(=O)O1)C2=CC=CC=C2

Technology Process of 5-Methylidene-3-phenyl-1,3-oxazolidin-2-one

There total 4 articles about 5-Methylidene-3-phenyl-1,3-oxazolidin-2-one 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: 95.0%

N-(tert-butoxycarbonyl)-N-(prop-2-ynyl)aniline (185384-36-5) → 5-methylene-3-phenyloxazolidin-2-one (112474-32-5)

Guidance literature:

PPh₃AuNTf₂; In dichloromethane; for 0.0833333h;

DOI:10.1055/s-2006-950253

Reference yield: 87.0%

N-phenyl-N-prop-2-ynylamine (14465-74-8) + carbon dioxide (124-38-9,18923-20-1) → 5-methylene-3-phenyloxazolidin-2-one (112474-32-5)

Guidance literature:

With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; C₃₆H₃₄Cu₂N₁₀⁽²⁺⁾*2F₆P^(1-); In neat (no solvent); under 760.051 Torr; Schlenk technique;

DOI:10.1021/acs.joc.0c02065

Reference yield: 76.0%

phenyl-carbamic acid-(β,β'-dichloro-isopropyl ester) (2651-82-3) → 5-methylene-3-phenyloxazolidin-2-one (112474-32-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/c39870000689

upstream raw materials:

phenyl-carbamic acid-(β,β'-dichloro-isopropyl ester)

N-(tert-butoxycarbonyl)-N-(prop-2-ynyl)aniline

(2-bromo-allyl)-phenyl-amine

potassium hydrogencarbonate

Downstream raw materials:

<(carbomethoxy)phenylamino>acetone