5-(Chloromethyl)-3-phenyl-1,3-oxazolidin-2-one

Base Information

• Chemical Name: 5-(Chloromethyl)-3-phenyl-1,3-oxazolidin-2-one
• CAS No.: 711-85-3
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Hs Code.: 2934999090
• European Community (EC) Number: 824-136-2
• DSSTox Substance ID: DTXSID40474105
• Nikkaji Number: J403.150D
• Mol file: 711-85-3.mol

Synonyms:711-85-3;5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one;2-Oxazolidinone, 5-(chloromethyl)-3-phenyl-;5-(chloromethyl)-3-phenyloxazolidin-2-one;SCHEMBL7298956;DTXSID40474105;AKOS013312850;FT-0735461;EN300-76024;F2147-0695;Z1184908020

Chemical Property of 5-(Chloromethyl)-3-phenyl-1,3-oxazolidin-2-one

Chemical Property:

• PSA: 29.54000
• LogP: 2.31560
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99%, ^*data from raw suppliers

5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(=O)N1C2=CC=CC=C2)CCl

Technology Process of 5-(Chloromethyl)-3-phenyl-1,3-oxazolidin-2-one

There total 14 articles about 5-(Chloromethyl)-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: 98.0%

phenyl isocyanate (103-71-9) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one (711-85-3)

Guidance literature:

With samarium (III) iodide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 86.0%

tert-butyl allyl(phenyl)carbamate (169268-95-5) → 5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one (711-85-3)

Guidance literature:

With N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); In acetonitrile; for 48h; Reagent/catalyst; Solvent; Time; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2017.04.063

Reference yield: 83.0%

phenyl-carbamic acid-(β,β'-dichloro-isopropyl ester) (2651-82-3) → 5-(chloromethyl)-3-phenyl-1,3-oxazolidin-2-one (711-85-3)

Guidance literature:

With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride; In water; toluene; at 50 - 90 ℃;

DOI:10.1039/c39870000689

upstream raw materials:

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

phenyl isothiocyanate

epichlorohydrin

phenyl isocyanate

Downstream raw materials:

C₁₆H₁₄N₄O₂

3-phenyl-5-((4-phenyl-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one

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

C₁₂H₁₂N₄O₂

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