158818-29-2

Basic information

• Product Name: N-phenyl-O-tosylglycolamide
• Synonyms: N-phenyl-O-tosylglycolamide
• CAS NO: 158818-29-2
• Molecular Weight: 305.354
• Mol File: 158818-29-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N-phenyl-O-tosylglycolamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-O-tosylglycolamide(158818-29-2)
• EPA Substance Registry System: N-phenyl-O-tosylglycolamide(158818-29-2)

Safety Data

• Hazardous Substances Data: 158818-29-2(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 39794-77-9 2-(4-methylphenyl)sulfonyloxyacetic acid 
• 39794-75-7 ethyl α-p-toluenesulfonyloxyacetate 
• 54150-49-1 2-chloro-2-oxoethyl 4-methylbenzenesulfonate 
• 5326-87-4 N-(phenyl)bromoacetamide 
• 16836-95-6 silver(I) 4-methylbenzenesulfonate 
• 62-53-3 aniline 

Downstream Products

• 4746-61-6 glycolanilide 
• 3759-90-8 3-Phenyl-1,3-oxazolidin-2,4-dion 

Relevant articles and documents

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.

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.