6317-28-8

Basic information

• Product Name: 3-(4-chlorobenzyl)-1,3-oxazolidin-2-one
• CAS NO: 6317-28-8
• Molecular Formula: C₁₀H₁₀ClNO₂
• Molecular Weight: 211.6449
• Mol File: 6317-28-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 416.7°C at 760 mmHg
• Flash Point: 205.8°C
• Density: 1.343g/cm³
• Vapor Pressure: 3.74E-07mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 3-(4-chlorobenzyl)-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorobenzyl)-1,3-oxazolidin-2-one(6317-28-8)
• EPA Substance Registry System: 3-(4-chlorobenzyl)-1,3-oxazolidin-2-one(6317-28-8)

Safety Data

• Hazardous Substances Data: 6317-28-8(Hazardous Substances Data)

Usage

Appearance

White to off-white crystalline powder

Molecular Weight

211.64 g/mol

Functional Groups

Oxazolidinone, chlorobenzyl group

Utility

Commonly used as a building block in organic synthesis and pharmaceutical research

Applications

Development of new drugs
Pharmaceutical products

Significance

Valuable tool in medicinal chemistry
Important in drug discovery efforts

Upstream product

• 124-38-9 carbon dioxide 
• 40172-04-1 2-(4-chlorobenzylamino)ethanol 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 104-88-1 4-chlorobenzaldehyde 

Relevant articles and documents

An efficient and recyclable AgNO3/ionic liquid system catalyzed atmospheric CO2 utilization: Simultaneous synthesis of 2-oxazolidinones and α-hydroxyl ketones

Oxazolidinones and α-hydroxyl ketones are two series of fine chemicals that have been generally utilized in biological, pharmaceutical, and synthetic chemistry. Herein, a AgNO3/ionic liquid (IL) catalytic system was developed for the simultaneous synthesis of these compounds through the atom-economical three-component reactions of propargyl alcohols, 2-aminoethanols, and CO2. Notably, this system behaved excellent catalytic activity with the lowermost metal loading of 0.25 mol%. Meanwhile, it is the first reported metal-catalyzed system that could efficiently work under atmospheric CO2 pressure and be recycled at least five times. Evaluation of the green metrics proved the AgNO3/IL-catalyzed processes to be relatively more sustainable and greener than the other Ag-catalyzed examples. Further mechanistic investigations revealed the derivative active species of N-heterocyclic carbene (NHC) silver complexes and CO2 adducts generated during the process. Subsequently, their reactivity in this reaction was assessed for the first time, which was finally identified as beneficial for the catalytic activity.

Thermodynamically favorable synthesis of 2-oxazolidinones through silver-catalyzed reaction of propargylic alcohols, CO2, and 2-aminoethanols

Development of catalytic routes to incorporate CO2 into carbonyl compounds at mild conditions remains attractive and challenging. Herein, a one-pot three-component cascade reaction of terminal propargylic alcohols, CO2, and 2-aminoethanols through AgI-based catalysis is reported for the synthesis of carbonyl compounds through C—O/C—N bond formation. This thermodynamically favorable route can be ingeniously regulated to afford a wide range of 2-oxazolidinones along with concurrent production of α-hydroxyl ketone derivatives in excellent yields and selectivity. Preliminary mechanistic studies indicate that such a process proceeds through successive formation of α-alkylidene cyclic carbonate, β-oxopropylcarbamate, and 2-oxazolidinones.