2033-32-1

Basic information

• Product Name: 3-(3-chlorophenyl)-oxazolidin-2-one
• Synonyms: 3-(3-chlorophenyl)-oxazolidin-2-one
• CAS NO: 2033-32-1
• Molecular Weight: 197.621
• Mol File: 2033-32-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-(3-chlorophenyl)-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-chlorophenyl)-oxazolidin-2-one(2033-32-1)
• EPA Substance Registry System: 3-(3-chlorophenyl)-oxazolidin-2-one(2033-32-1)

Safety Data

• Hazardous Substances Data: 2033-32-1(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 107-06-2 1,2-dichloro-ethane 
• 108-42-9 3-chloro-aniline 
• 106-93-4 ethylene dibromide 
• 6393-19-7 3-chloro-N-hydroxyethyl aniline 
• 105-58-8 Diethyl carbonate 
• 627-11-2 2-Chloroethyl chloroformate 
• 75-21-8 oxirane 
• 96-49-1 [1,3]-dioxolan-2-one 
• 587-56-4 (3-chloro-phenyl)-carbamic acid-(2-chloro-ethyl ester) 

Downstream Products

• 6393-19-7 3-chloro-N-hydroxyethyl aniline 

Relevant articles and documents

Synthesis of N-aryl-2-oxazolidinones from cyclic carbonates and aromatic amines catalyzed by bio-catalyst

A convenient and effective method of synthesizing 3-aryl-2-oxazolidinones from cyclic carbonates and aryl amines catalyzed by bio-catalyst adenine in the presence of Et3N under solvent-free conditions is described. The protocol is suitable for the wide scope of substrates, e.g. cyclic carbonates with or without substitutes, and aryl amines with either electron-withdrawing or electron-donating group. The products were obtained in good to excellent yields under the optimal conditions, even in steric hindered cases. The effect of reaction time, temperature, loading of catalyst, and amount of starting materials in the reaction were investigated, and the reaction mechanism is discussed.

A One-Pot Synthesis of N-Aryl-2-Oxazolidinones and Cyclic Urethanes by the Lewis Base Catalyzed Fixation of Carbon Dioxide into Anilines and Bromoalkanes

The multicomponent assembly of pharmaceutically relevant N-aryl-oxazolidinones through the direct insertion of carbon dioxide into readily available anilines and dibromoalkanes is described. The addition of catalytic amounts of an organosuperbase such as Barton's base enables this transformation to proceed with high yields and exquisite substrate functional-group tolerance under ambient CO2pressure and mild temperature. This report also provides the first proof-of-principle for the single-operation synthesis of elusive seven-membered ring cyclic urethanes.

BmimOAc ionic liquid: A highly efficient catalyst for synthesis of 3-aryl-2-oxazolidinones by direct condensation of 2-(arylamino) alcohols with diethyl carbonate

An efficient convenient procedure for the synthesis of 3-aryl-2-oxazolidinones from 2-(arylamino) alcohols and diethyl carbonate (DEC) catalyzed by ionic liquids is described. The effects of reaction time, amount of catalyst and temperature were investigated. Excellent yields of products were obtained under the optimized reaction conditions, when using BmimOAc as a catalyst. An intermediate ethyl 2-(phenyl amino) ethyl carbonate was isolated and characterized. 1H NMR spectroscopy and DFT calculations indicated that BmimOAc cooperatively activate the substrates through hydrogen bonding with its anion and cation sites. According to these results, a possible reaction mechanism was discussed.