6488-59-1

Basic information

• Product Name: 1,3-diphenylimidazolidine-2,4,5-trione
• Synonyms: 1,3-Diphenyl-2,4,5-trioxoimidazolidine; 1,3-Diphenylimidazolidine-2,4,5-trione; 2,4,5-imidazolidinetrione, 1,3-diphenyl-; Imidazolidinetrione, diphenyl-
• CAS NO: 6488-59-1
• Molecular Formula: C₁₅H₁₀N₂O₃
• Molecular Weight: 266.2515
• Mol File: 6488-59-1.mol

Chemical Properties

• Boiling Point: 442.6°C at 760 mmHg
• Flash Point: 208.8°C
• Density: 1.41g/cm³
• Vapor Pressure: 4.95E-08mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: 1,3-diphenylimidazolidine-2,4,5-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-diphenylimidazolidine-2,4,5-trione(6488-59-1)
• EPA Substance Registry System: 1,3-diphenylimidazolidine-2,4,5-trione(6488-59-1)

Safety Data

• Hazardous Substances Data: 6488-59-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,3-diphenylimidazolidine-2,4,5-trione is used as an intermediate in the synthesis of various pharmaceuticals for its potential therapeutic properties and ability to contribute to the development of new drugs.
Used in Agrochemical Industry:
1,3-diphenylimidazolidine-2,4,5-trione is used as an intermediate in the synthesis of various agrochemicals to help develop new compounds for agricultural applications.
Used in Medicinal Chemistry Research:
1,3-diphenylimidazolidine-2,4,5-trione is used as a subject of study for its potential anticonvulsant and antimicrobial properties, contributing to the advancement of drug development and understanding of its therapeutic potential.
Used in Organic Synthesis:
1,3-diphenylimidazolidine-2,4,5-trione is used as a reagent in organic synthesis, enabling the creation of new compounds and contributing to the broader field of chemical research and development.

Upstream product

• 64513-02-6 diphenyl-piperazinetetraone 
• 1066-30-4 chromium(lll) acetate 
• 861592-41-8 (methoxy-phenylimino-methyl)-phenyl-oxalamic acid methyl ester 
• 31274-54-1 5,5-diethoxy-1,3-diphenyl-imidazolidine-2,4-dione 
• 603-54-3 N,N-diphenylurea 
• 4755-77-5 Ethyl oxalyl chloride 
• 102-07-8 bis(diphenyl)urea 
• 71-43-2 benzene 
• 79-37-8 oxalyl dichloride 
• 60-29-7 diethyl ether 
• 128945-10-8 1,3-Diphenyl-2-ethoxycarbonylimino-4,5-dioxo-imidazolidin 
• 2698-84-2 1,3-Diphenyl-2-phenylimino-4,5-bisimidazolidin 
• 4960-31-0 Tris(methylphenylamino)methan 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 102-07-8 bis(diphenyl)urea 
• 75589-48-9 1,3-diphenyl-5,5-diphenylhydantoin 
• 603-54-3 N,N-diphenylurea 
• 144-62-7 oxalic acid 
• 15719-64-9 methylammonium carbonate 
• 62-53-3 aniline 
• 131271-17-5 1,3-Diphenyl-5-hydroxy-5-(trifluormethyl)-imidazolidin-2,4-dion 
• 131271-18-6 1,3-Diphenyl-5-hydroxy-5-(pentafluorethyl)-imidazolidin-2,4-dion 
• 1352131-40-8 5-(9-anthryl)-5-hydroxy-N,N'-diphenylimidazolidine-2,4-dione 
• 1352131-41-9 5-hydroxy-5-(2,4,6-trimethylphenyl)-N,N'-diphenylimidazolidine-2,4-dione 
• 1267021-88-4 2-oxo-N-phenyl-2-(2,4,6-trimethylphenyl)acetamide 
• 3112-46-7 mesitylglyoxylic acid 
• 1352131-45-3 5-hydroxy-5-(2-naphthyl)-N,N'-diphenylimidazolidine-2,4-dione 
• 1352131-47-5 C₁₇H₁₆N₂O₃ 

Relevant articles and documents

Urea Cyclisation Reaction Studies

Synthetic approaches of N-α-hydroxyalkyl amides or urea derivatives are described. In particularly, a new 1,4,6-oxadiazocine-2,5,8-trione was obtained by condensation of glyoxylic acid on urea derivatives in acidic catalysis condition.

Method for preparing 3,3-dimethyl-2-oxo-butyric acid

The invention relates to the technical field of chemical engineering, and discloses a method for preparing 3,3-dimethyl-2-oxo-butyric acid. The method comprises the following steps: (1) carrying out acontact reaction on oxalyl chloride and N,N'-diphenyl urea to obtain 1,3-diphenyl-2,4,5-imidazoline triketone; (2) enabling the 1,3-diphenyl-2,4,5-imidazoline triketone to react with a Grignard reagent containing tert-butyl to obtain 5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione; and (3) carrying out a hydrolysis reaction on the 5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione,and acidifying a product obtained after the hydrolysis reaction to obtain the 3,3-dimethyl-2-oxo-butyric acid. The method has the advantages of environmental protection and high efficiency.

Orthoamides and iminium salts LXXIV [1]. Reactions of N,N,N',N'- Tetramethyl-chloroformamidiniumChloride with metals

N,N,N',N'-Tetramethyl-formamidinium chloride (2a) reacts with elemental sodium in various solvents to give N,N,N',N',N'',N''-hexamethyl-guanidinium chloride (4a). The reaction of 2a with potassium affords N,N,N',N',N'',N'',N''', N'''-octamethyl-oxamidinium dichloride (3a). From the reaction of 2a with magnesium in different solvents in general result mixtures of the salts 4a, 3a and N,N,N',N'-tetramethyl-formamidinium chloride (10a). The composition of these mixtures depends on the solvent and the reaction temperature. Similar results are obtained, when a zinc'copper couple is used instead of magnesium. Very likely from 2a and magnesium or zinc, respectively, organometallic intermediates 11, 12 are formed which could be trapped by aromatic aldehydes and phenylisocyanate. The salt 2a can be reductively coupled by a low-valent titanium reagent to give the oxamidinium salt 3a.

Diphenylparabanic acid as a synthon for the synthesis of α-diketones and α-ketocarboxylic acids

Diphenylparabanic acid was found to react with >2 equiv of organolithiums at -78 °C to effectively give the corresponding symmetrical α-diketones. However, upon treatment with 1 equiv of organolithium, the parabanic acid gave mainly 5-substituted 5-hydroxyimidazolidine-2,4-diones. On the other hand, Grignard reagents were less reactive toward the parabanic acid at low temperature, and selectively gave the corresponding 5- hydroxyimidazolidine-2,4-diones even if more than 1 equiv of the reagents was used. A tandem process in which the parabanic acid was first reacted with a Grignard reagent and then reacted in one-pot with an organolithium effectively gave the unsymmetrical α-diketone. 5-Substituted 5-hydroxyimidazolidine-2, 4-diones were useful as versatile precursors for preparing α- ketocarboxylic acids as well as unsymmetrical α-diketones.

Dibutyltin oxide catalyzed aminolysis of oxalate to carbamate, oxamate and derivatives of imidazolidine trione

Catalytic aminolysis of oxalates by simple and substituted ureas has been shown to give carbamates, oxamates and derivatives of imidazolidine trione. Various substituted ureas and oxalates were screened to verify the applicability of the protocol. The rol

Manganese-catalyzed synthesis of hydantoin derivatives from terminal alkynes and isocyanates

Hydantoin derivatives were obtained by the reactions of terminal alkynes with isocyanates in the presence of a catalytic amount of a manganese complex, MnBr(CO)5. This reaction also proceeded using a rhenium complex, Re2(CO)10, or an iron complex, Fe(CO)5, as a catalyst. Copyright

Generation and Reactivity of N,N-Dimethylaminobenzotriazolylcarbene a New Nucleophilic Carbene

N,N-Dimethylaminobenzotriazolylcarbene (5) reacted with phenyl isocyanate in a [1+2+2] cycloaddition and then with nucleophiles to generate various hydantoins 10 in a one-pot procedure. It was also found that this novel carbene reacted with trans-dibenzoylethylene (11) in a [1+4] cycloaddition, generating 2-dimethylamino-3-benzoyl-5-pbenylfuran (13) and 2-phenyl-3-[benzotriazol-1-y1]-4-benzoylfuran (14) whose structures were confirmed by 1H-13C long range correlations as well as the structure of furan 14 being confirmed by X-ray crystallography.

ESR-Untersuchungen an Thioamiden, 8. Radikalanionen der Imidazolidintrione, Piperazindione, Piperazintetraone und Chinoxalindione sowie ihrer Schwefel-Analoga.

Cyclische Oxamid-Derivate vom Typ des Imidazolidin-4,5-dions, Piperazin-2,3-dions, Piperazin-2,3,5,6-tetraons und Chinoxalin-2,3-dions sowie Thio-Analoga und mit 2H, 13C oder 15N markierte Vertreter werden dargestellt und durch in-situ-Elektroreduktion in die entsprechenden Radikalanionen uebergefuehrt.Aus deren isotropen und anisotropen ESR-Spektren sowie einer Analyse der Linienbreite und Linienform wird die Spindichteverteilung ermittelt und anhand MO-theoretisch berechneter Werte diskutiert.

On the Reaction of Oxalic Amidines with Carbonic Acid Derived Heterocumulenes to Imidazolidine-Derivatives

A useful synthetic route to nonsymmetric derivatives of imidazolidine (derivatives of parabanic acid) is demonstrated by the reaction of tetraarylated oxalic amidines 1 with different alkyl- and aryl substituted isothiocyanates 4, isoselenocyanates 31, and carbodiimides 30.Acylisothiocyanates 9 react differently leading to a mixture of three cycloacylation products 12, 13 and 14.Silylated heterocumulenes such as 25 and 26 react with 1 to give 28 and 29 transsilylation.Based on the 13C-n.m.r. spectroscopic investigation of the reaction between 1a and methyl isothiocyanate and phenyl isothiocyanate respectively a mechanism is proposed.

Extremely Reactive C=C Double Bonds, VI. - Tris(methylphenylamino)methane - The Chemistry of Orthoamides

Reactions of the title compound 2 with sulfur, selenium, thiophenol, malononitrile, 1,3-indanedione, fluorenone hydrazone, phenylmagnesium bromide, bromine, thioacetic acid, N,N'-diphenylurea, oxalyl chloride, 9,9-dichloroxanthene, phenyl isocyanate, and stilbene dibromide are described and the mechanisms are discussed.The catalytic influence of 2 on the decomposition of 9-diazofluorene in xylene and mesitylene is discussed.