17153-05-8

Basic information

• Product Name: 3-benzyloxazolidine-2,4-dione
• Synonyms: 3-benzyloxazolidine-2,4-dione
• CAS NO: 17153-05-8
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Mol File: 17153-05-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 297.1°C at 760 mmHg
• Flash Point: 133.5°C
• Appearance: /
• Density: 1.345g/cm³
• Vapor Pressure: 0.00137mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: 3-benzyloxazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzyloxazolidine-2,4-dione(17153-05-8)
• EPA Substance Registry System: 3-benzyloxazolidine-2,4-dione(17153-05-8)

Safety Data

• Hazardous Substances Data: 17153-05-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 380, 1996 DOI: 10.1021/jo9512057

InChI:InChI=1/C10H9NO3/c12-9-7-14-10(13)11(9)6-8-4-2-1-3-5-8/h1-5H,6-7H2

Upstream product

• 19340-77-3 N-Phenylmethyl hydroxyacetamide 
• 105-58-8 Diethyl carbonate 
• 2621-78-5 ethyl N-benzylcarbamate 
• 79-04-9 chloroacetyl chloride 
• 600-00-0 ethyl 2-bromoisobutyrate 
• 124-38-9 carbon dioxide 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 158818-28-1 N-benzyl-O-tosylglycolamide 
• 109-65-9 1-bromo-butane 
• 2945-03-1 N-benzyl-2-bromoacetamide 
• 74-88-4 methyl iodide 
• 73818-55-0 Bestmann ylide 
• 2346-26-1 2,4-oxazolidinedione 
• 100-39-0 benzyl bromide 

Downstream Products

• 64843-25-0 3-benzyloxazol-2(3H)-one 
• 1338438-30-4 1-benzyl-8-methoxy-4-[4-(trifluoromethyl)phenyl]oxazolo[5,4-c]quinolin-2(1H)-one 
• 64843-16-9 (RS)-3-benzyl-4-hydroxy-1,3-oxazolidin-2-one 
• 17153-22-9 benzylcarbamoyloxy-acetic acid 

Relevant articles and documents

Electrolytic partial fluorination of organic compounds. Part 78: Regioselective anodic fluorination of 2-oxazolidinones

Various 2-oxazolidinones were galvanostatically electrooxidized in the presence of various fluoride salts. It was found that a fluorine atom was introduced to the α-position of the nitrogen atom of N-acyl- and N-alkoxycarbonyl-2-oxazolidinones to provide the corresponding α-fluorinated products in moderate to good yields. In the case of N-phenoxycarbonyl derivative, fluorination took place on the phenyl group selectively.

New heterocyclic inputs for the povarov multicomponent reaction

Oxa-, thia- and imidazolones are reactive inputs as electron-rich olefin components in Povarov reactions. On interaction with anilines and aldehydes, these substrates afford the corresponding multicomponent adducts in a regioselective manner. Intramolecular processes are also explored. Post-condensation oxidation provides convenient access to a variety of fused quinoline derivatives. Georg Thieme Verlag Stuttgart ? New York.

Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2,4-diones

Oxazolidine-2,4-diones were synthesised by tetraethylammonium hydrogen (TEAHC) promoted carboxylation of secondary carboxamides bearing a leaving group at the α-position. Several oxazolidine-2,4-diones, including clinically used malidone, have been prepared in moderate to excellent yields as a results of a formal proton extraction-carboxylation- intramolecular S(N)2 one-pot sequence.