1072-70-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-Methyloxazolidin-2-one is used as a building block in the synthesis of pharmaceuticals and agrochemicals for its versatile reactivity and high stability, contributing to the development of new drugs and biologically active molecules.
Used in Asymmetric Synthesis:
5-Methyloxazolidin-2-one is used as a chiral auxiliary in asymmetric synthesis, facilitating the production of enantiomerically pure compounds, which are essential in various chemical and pharmaceutical applications.
Used in Organic Chemistry:
5-Methyloxazolidin-2-one is utilized as a chiral auxiliary in organic chemistry, enabling the synthesis of complex molecules with specific stereochemistry, which is crucial for the development of effective drugs and other chemical products.
Used in Antimicrobial and Antifungal Applications:
5-Methyloxazolidin-2-one is investigated for its antimicrobial and antifungal properties, making it a promising candidate for the development of new drugs and biologically active molecules to combat resistant infections and fungal diseases.

InChI:InChI=1/C4H7NO2/c1-3-2-5-4(6)7-3/h3H,2H2,1H3,(H,5,6)

Upstream product

• 40482-53-9 β-Hydroxybutyramide 
• 116203-83-9 N-(nitrosoethyl)-N'-(2-hydroxypropyl)urea 
• 78-96-6 3-amino-2-propanol 
• 201230-82-2 carbon monoxide 
• 72595-62-1 (2-hydroxypropyl)-carbamic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 75-55-8 2-Methylaziridine 
• 7007-16-1 3-benzoyl-5-methyl-1,3-oxazolidin-2-one 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 57-13-6 urea 
• 75-56-9 methyloxirane 
• 51-79-6 urethane 
• 622-46-8 carbamic acid phenyl ester 
• 621-84-1 O-benzyl carbamate 

Downstream Products

• 5467-84-5 1,3-diphenethylurea 
• 4293-57-6 N-(2-hydroxypropyl)-acetamide 
• 78-96-6 3-amino-2-propanol 
• 3395-98-0 5-methyl-3-vinyloxazolidin-2-one 
• 133365-68-1 5-methyl-3-phenoxycarbonyl-2-oxazolidone 
• 107150-05-0 4-(5-methyl-2-oxo-oxazolidin-3-yl)-benzoic acid ethyl ester 
• 7007-16-1 3-benzoyl-5-methyl-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

PREPARATION OF CYCLIC CARBONATES AND 2-OXAZOLIDONES USING DI-2-PYRIDYL CARBONATE

Cyclic carbonates and 2-oxazolidones are conveniently prepared in high yields by the reaction of diols and β-amino alcohols with di-2-pyridyl carbonate.It is of synthetic significance that the formation of cyclic carbonates in refluxing toluene occurs under essentially neutral conditions.

A highly efficient sulfur-catalyzed oxidative carbonylation of primary amines and β-amino alcohols

A highly efficient sulfur-catalyzed oxidative carbonylation of aliphatic amines and aliphatic β-amino alcohols to ureas and 2-oxazolidinones, respectively, was developed. Sodium nitrite was involved in the reoxidation of hydrogen sulfide to sulfur in the catalytic oxidative carbonylation cycle. Georg Thieme Verlag Stuttgart.

Synthesis of 2-oxazolidinones from CO2 and 1,2-aminoalcohols catalyzed by n-Bu2SnO

The dehydrative condensation of 1,2-aminoalcohols with CO2 is found to proceed in NMP as solvent; 2-oxazolidinones are obtained in the yields of 53-94% when a commercially available tin compound, n-Bu2SnO is used as catalyst.

Synthesis of 2-oxazolidinones by direct palladium-catalyzed oxidative carbonylation of 2-amino-1-alkanols

(equation presented) 2-Oxazolidinones 2 are obtained in excellent yields (up to 100%) and with unprecedented catalytic efficiencies (up to 2000 mol of product/mol of catalyst used) by direct Pdl2/Kl-catalyzed oxidative carbonylation of the readily available 2-amino-1-alkanols 1. Reactions are carried out in MeOH as the solvent at 100 °C using a 1/6/5 CO/O2/air mixture (60 atm total pressure at 25 °C).

Novel α-aminophosphonic acids. Design, characterization, and biological activity

Novel α-aminophosphonic acids are synthesized reacting 1,3-oxazolidin-2-one derivatives with formaldehyde and phosphorus trichloride. Treatment of N-(phosphonomethyl)oxazolidinones with aqueous NaOH gave the expected α-aminophosphonic acids. The oxidation

Aliphatic poly(urethane-amine)s synthesized by copolymerization of aziridines and supercritical carbon dioxide

A reaction of aziridines and carbon dioxide (CO2) proceeds under supercritical conditions to give random copolymers containing urethane and amine moieties. The ratio of urethane and amine linkages in the product can be controlled by reaction conditions including temperature and pressure as well as addition of N,N-dimethylacetamide as a cosolvent. An aqueous solution of the copolymer obtained from 2-methylaziridine and CO2 undergoes a thermally induced phase transition at a lower critical solution temperature (LCST). The critical temperature is highly sensitive to changes in the primary structure of the products. The use of supercritical CO2 (scCO 2) allows us to construct a functional material through the effective chemical fixation of CO2.

Pd(Phen)Cl2 stabilized by ionic liquid: an efficient and reusable catalyst for biphasic oxidative cyclocarbonylation of β-aminoalcohols and 2-aminophenol

Biphasic oxidative cyclocarbonylation of β-aminoalcohols and 2-aminophenol to synthesize corresponding 2-oxazolidinones were investigated in the presence of ionic liquid stabilized Pd(phen)Cl2 complex. Catalytic comparison results showed that, 1-butyl-3-methyl-imidazolium iodide salts (BMImI) can serve simultaneously as a specific stabilizer to protect the transition metal complex against deactivation, a promoter to increase the catalytic performance and a reaction medium to recycle the catalyst with unprecedented TOF value.

Converting urea into high value-added 2-oxazolidinones under solvent-free conditions

Zn-modified mesoporous Mg-Al nanoplates oxides were prepared by co-precipitation and further characterized and used in the synthesis of 2-oxazolidinones from urea and epoxides under solvent-free conditions. The characterization results suggested that Zn1.1Mg2.0AlO4.6, which featured more accessible active medium basic sites, were favorable for obtaining superior catalytic activity. This synthetic process is mild, convenient, simple and gives good yields up to 80%.

SBA-15 Supported Dendritic ILs as a Green Catalysts for Synthesis of 2-Imidazolidinone from Ethylenediamine and Carbon Dioxide

In this work, a simple and facile approach is conducted for preparing many new SBA-15 supported dendritic imidazolium ILs heterogeneous catalysts SBA-15/IL(1–3) having high ionic density from SBA-15. SBA-15/IL(3) as a green heterogeneous catalyst can be used for synthesis of 2-imidazolidinone from ethylenediamine and carbon dioxide and considering solvent-free condition. SBA-15/IL(3) showed to have the highest catalytic activity besides a positive dendritic influence on the yields of the synthesis of 2-imidazolidinone in the presence of CO2 is seen because of existing the high-density peripheral zwitterionic ionic liquid functional groups on the biobased SBA-15/IL(3) catalyst surfaces. Graphical Abstract: [Figure not available: see fulltext.]

Synthesis of 2-oxazolidones by sulfur-assisted thiocarboxylation with carbon monoxide and oxidative cyclization with molecular oxygen under mild conditions

Simple synthetic method on 2-oxazolidone derivatives was established. 2-Aminoethanols were easily subjected to the thiocarboxylation with carbon monoxide promoted by elemental sulfur, followed by the oxidative cyclization with molecular oxygen to give corresponding 2-oxazolidones in good yields under mild conditions (1 atm, rt). Furthermore, 2-imidazolidones and 2-thiazolidone were also prepared in good yields similarly.