3759-90-8

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Oxazolidinedione, 3-phenylis used as an intermediate in the production of pharmaceuticals for its potential therapeutic properties.
Used in Medical Research:
2,4-Oxazolidinedione, 3-phenylis used as a subject of study for its potential anticonvulsant and neuroprotective properties, with ongoing research into its various applications in the medical field.

Upstream product

• 101-99-5 N-carboethoxyaniline 
• 79-04-9 chloroacetyl chloride 
• 5326-87-4 N-(phenyl)bromoacetamide 
• 17351-61-0 tetraethylammonium bicarbonate 
• 4264-00-0 O-(phenylcarbamoyl)glycolic acid 
• 7732-18-5 water 
• 4263-99-4 phenylcarbamoyloxy-acetic acid anilide 
• 124-38-9 carbon dioxide 
• 587-65-5 N-chloroacetyl-aniline 
• 103-71-9 phenyl isocyanate 
• 4746-61-6 glycolanilide 
• 62-53-3 aniline 
• 158818-29-2 N-phenyl-O-tosylglycolamide 
• 107-16-4 glycolonitrile 

Downstream Products

• 5023-50-7 N-Phenyl-2-phenylcarbamoyloxy-malonamic acid 
• 4264-01-1 3-phenyl-2-phenylcarbamoyloxy-propionic acid 
• 4263-99-4 phenylcarbamoyloxy-acetic acid anilide 
• 4122-65-0 2,4-dioxo-3-phenyl-oxazolidine-5-carboxylic acid anilide 
• 4263-94-9 2,4-dioxo-3-phenyl-oxazolidine-5-carboxylic acid methyl ester 
• 4263-95-0 5-benzoyl-3-phenyl-oxazolidine-2,4-dione 
• 4122-66-1 2,4-dioxo-3-phenyl-oxazolidine-5-carboxylic acid 4-methyl-anilide 
• 4195-32-8 3-phenyl-5-benzyloxazolidine-2,4-dione 
• 4195-31-7 2,4-dioxo-3-phenyl-oxazolidine-5-carboxylic acid 
• 4263-92-7 5-butyl-3-phenyl-oxazolidine-2,4-dione 
• 4264-00-0 O-(phenylcarbamoyl)glycolic acid 

Relevant academic research and scientific papers

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.

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.

KINETICS AND MECHANISM OF REVERSIBLE, BASE-CATALYSED RING CLOSURE OF 3-(METHOXYCARBONYL)PROPIONANILIDE AND O-(METHOXYCARBONYLMETHYL)-N-PHENYLCARBAMATE

The rate constants of reversible, base-catalysed ring closure of 3-(methoxycarbonyl)propionanilide (I) and O-(methoxycarbonylmethyl)-N-phenylcarbamate (II) to 1-phenyl-2,5-pyrrolidinedione (III) and 3-phenyl-2,4-oxazolidinedione (IV), respectively, and the rates of solvolyses of the cyclization products III and IV in water and methanol have been measured.In both cases, an equilibrium is established between the starting ester and the cyclization product in methoxide solutions which is strongly shifted in favour of the starting ester.In the case of ester II in methoxidesolutions, the cyclization is followed by a much slower splitting of the cyclization product to give glycolic acid anilide.The effects of the group X=NH, CH2, O, S in the esters RNHCOXCH2COOCH3 on the rates of the cyclization and solvolysis of the cyclization products is discussed.