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

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

• 2621-78-5 ethyl N-benzylcarbamate 
• 79-04-9 chloroacetyl chloride 
• 124-38-9 carbon dioxide 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 158818-28-1 N-benzyl-O-tosylglycolamide 
• 2945-03-1 N-benzyl-2-bromoacetamide 
• 17351-61-0 tetraethylammonium bicarbonate 
• 2510-33-0 N-benzyl-2-oxazolidinone 
• 2346-26-1 2,4-oxazolidinedione 
• 100-44-7 benzyl chloride 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 19340-77-3 N-Phenylmethyl hydroxyacetamide 
• 73818-55-0 Bestmann ylide 

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.

OXAZOLO[5,4-C]QUINOLIN-2-ONE COMPOUNDS AS BROMODOMAIN INHIBITORS

The present invention relates to compounds useful as bromodomain inhibitors. The invention also provides pharmaceutically acceptable compositions comprising compounds of the present invention and methods of using said compounds and compositions in the treatment of various diseases and disorders.

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.

Synthesis of 3-alkyloxazolidin-2,4-diones using 2-chloroacetamides, carbon dioxide and 1,8-diazabicyclo[5.4.0]undecene (DBU)

Diazabicyclo[5.4.0]undecene (DBU) reacts with carbon dioxide and N-subsititued-2-chloroacetoamides in a very simple one-step procedure, to give the corresponding 3-substituted oxazolidin-2,4-diones in excellent yields.

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.

2(3H)-oxazolones from α-hydroxy amides and keteneylidenetriphenylphosphorane via a phoshorus ylide cascade

Upon heating in xylene α-hydroxyamides 3 react with the cumulated phosphorus ylide 1 to give the substituted 2(3H)-oxazolones 8 in 40-80% yield. The reaction proceeds via an addition/cyclization/intermolecular-Wittig olefination sequence, which implies th

Electrochemical Studies on Haloamides. Part XII. Electrosynthesis of Oxazolidine-2,4-diones

Electrogenerated bases promote the carboxylation of NH-protic carboxamides bearing a leaving group at the position 2 to give oxazolidine-2,4-diones.The process is believed to involve acid-base reaction with the substrate, carboxylation of its conjugate base to corresponding carbamate and ring-closure following intramolecular SN2 reaction.A variety of oxazolidine-2,4-diones, including clinically used trimethadione and malidone, have been prepared in high to excellent yield, which established the scope and generality of this new ring-forming process.