51169-17-6

Basic information

• Product Name: 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN
• Synonyms: 5-(P-METHYLPHENYL)-5-PHENYLHYDANTOIN;5-PHENYL-5-(P-TOLY)HYDANTOIN;5-PHENYL-5-(P-TOLYL)HYDANTOIN;5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN;TIMTEC-BB SBB009945;MPPH;2,4-Imidazolidinedione, 5-(4-methylphenyl)-5-phenyl-;5-(4-Methylphenyl)-5-phenyl-2,4-imidazolidinedione
• CAS NO: 51169-17-6
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.29
• EINECS: 257-028-3
• Product Categories: Heterocyclic Compounds;Aromatics;Heterocycles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Imidazolines/Imidazolidines
• Mol File: 51169-17-6.mol

Chemical Properties

• Melting Point: 225-226 °C(lit.)
• Boiling Point: 409.5°C (rough estimate)
• Appearance: White to off-white/Powder
• Density: 1.1262 (rough estimate)
• Refractive Index: 1.6240 (estimate)
• Storage Temp.: −20°C
• Solubility: soluble50mg/mL, clear to slightly hazy, colorless to light yello
• PKA: 8.33±0.10(Predicted)
• CAS DataBase Reference: 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN(51169-17-6)
• EPA Substance Registry System: 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN(51169-17-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-40-63
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 51169-17-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN is used as an antibody agent for targeting specific biological molecules, such as proteins or enzymes, in the development of therapeutic drugs. Its unique structure allows for the creation of highly specific interactions with target molecules, making it a valuable tool in the design of novel pharmaceuticals.
Used in Chemical Synthesis:
5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN is used as a reactant for the synthesis of N-chlorohydantoins. N-chlorohydantoins are important intermediates in the production of various pharmaceuticals and chemical compounds. The hydantoin core of 5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN allows for the formation of N-chlorohydantoins through chemical reactions, contributing to the synthesis of a wide range of products.
Used in Research and Development:
5-(4-METHYLPHENYL)-5-PHENYLHYDANTOIN is also utilized in research and development settings, where its unique properties and reactivity can be explored for the creation of new compounds and materials. Its potential applications in various industries make it a valuable compound for scientists and researchers working on innovative projects.

InChI:InChI=1/C16H14N2O2/c1-11-7-9-13(10-8-11)16(12-5-3-2-4-6-12)14(19)17-15(20)18-16/h2-10H,1H3,(H2,17,18,19,20)/t16-/m1/s1

Upstream product

• 2431-00-7 p-methylbenzil 
• 57-13-6 urea 
• 134-84-9 4-Methylbenzophenone 
• 151-50-8 potassium cyanide 
• 14500-40-4 2-bromo-2-phenyl-1-(p-tolyl)ethanone 
• 108-88-3 toluene 
• 2001-28-7 2-phenyl-1-p-tolyl-ethanone 

Downstream Products

• 108714-91-6 2-(p-Tolyl)-2-phenyl-aminoessigsaeure 
• 143465-78-5 2-<1-Amino-1-(4-methylphenyl)-1-phenylmethyl>-5-(dimethylamino)-4,4-dimethyl-4H-imidazol 
• 309253-12-1 amino-phenyl-p-tolyl-acetic acid methyl ester 
• 309253-23-4 N-tert-butyl-N'-[1-phenyl-1-(4-methylphenyl)-1-(methoxycarbonyl)methyl]sulfamide 
• 309253-25-6 N-diphenylmethyl-N'-[1-phenyl-1-(4-methylphenyl)-1-(methoxycarbonyl)methyl]sulfamide 
• 56079-88-0 3-[3-(4-phenyl-1-piperidyl)propyl]-5-phenyl-5-(4-tolyl)hydantoin maleate 
• 1119155-00-8 1,3-dichloro-5-(4-methylphenyl)-5-phenylhydantoin 

Relevant articles and documents

Synthesis of glycoluril catalyzed by potassium hydroxide under ultrasound irradiation

Synthesis of the glycolurils catalyzed by potassium hydroxide was carried out in 17-75% yield at 40 °C in EtOH under ultrasound irradiation. Compared to the method using stirring, the main advantage of the present procedure is milder conditions and shorter reaction time.

Ultrasound-enhanced green synthesis of 5,5-diphenylhydantoin derivatives using symmetrical or unsymmetrical benzils

A rapid, highly efficient and mild green synthesis of 5,5-diphenylhydantoin derivatives was achieved from the reaction of symmetrical or unsymmetrical benzil derivatives with urea in the presence of ethanolic KOH under ultrasound irradiation. This simple method affords 5,5-diphenylhydantoin derivatives at room temperature in short reaction time with high yield and purity. This study aimed to overcome the limitations and drawbacks of the reported methods such as tedious work-up, low yield and long reaction time.

An improved procedure for the synthesis of 4,4-disubstituted-3-oxo-1,2,5-thiadiazolidine 1,1-dioxides

An improved synthesis for the preparation of 3-oxo-1,2,5-thiadiazolidine 1,1-dioxides has been developed. This facile two-step procedure from α-amino acid esters and chlorosulfonyl isocyanate results in excellent yields of products.

Concerning the reaction mechanism of the hydantoin synthesis according to Biltz, II: Influence of substituents on the direction of the rearrangement

From 1-13C-labelled 4-monosubstituted benzils 1a-c and the ureas 3a-d the 5-aryl-5-phenylhydantoines 6a-c and the 3-substituted 5-aryl-5-phenylhydantoines 9a-i were obtaincd as mixtures of isotopomeres. The distribution of 13C-labelling of C-4 and C-5 was determined by mass- and 13C-nmr-spectroscopy. As in the case of benzilic acid rearrangement the a-methylphenyl- and 4-methoxyphenyl-increment, respectively, migrate less easily than does the unsubstituted phenyl group, which in turn migrates less easily than the 4-chlorophenylrest. In the latter case the differences are small and in one example cven slightly reversed. The characteristics of the rearrangement is explained by thermodynamic control of the reaction by preceding equilibria (Schemes 2 and 3).