5,5-Diphenyl-2-thiohydantoin

Base Information

• Chemical Name: 5,5-Diphenyl-2-thiohydantoin
• CAS No.: 21083-47-6
• Molecular Formula: C15H12N2OS
• Molecular Weight: 268.339
• Hs Code.: 2933990090
• European Community (EC) Number: 244-201-3
• NSC Number: 82311
• UNII: 13Y6ZC0YR8
• DSSTox Substance ID: DTXSID9066677
• Nikkaji Number: J36.942J
• Wikidata: Q27251552
• ChEMBL ID: CHEMBL301920
• Mol file: 21083-47-6.mol

Synonyms:5,5-diphenyl-2-thiohydantoin;diphenylthiohydantoin

Chemical Property of 5,5-Diphenyl-2-thiohydantoin

Chemical Property:

• Melting Point: 237-239oC(lit.)
• Refractive Index: 1.7400 (estimate)
• Boiling Point: 204°C (rough estimate)
• PKA: 7.52±0.50(Predicted)
• PSA: 73.22000
• Density: 1.34g/cm³
• LogP: 2.59210
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 268.06703418
• Heavy Atom Count: 19
• Complexity: 352

Purity/Quality:

97% ^*data from raw suppliers

5,5-Diphenyl-2-thiohydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2(C(=O)NC(=S)N2)C3=CC=CC=C3
• Uses: 5,5-Diphenyl-2-thiohydantoin is a reactant for synthesis of imidazole derivatives. Reactant for synthesis of:Imidazole derivativesImidazothiazole and glycocyamidine derivatives for antimicrobial studiesFatty acid amide hydrolase inhibitor templatesAnti-cancer agentsHydantoins and thiohydantoinsAcyl CoA: cholesterol acyltransferase inhibitors

Technology Process of 5,5-Diphenyl-2-thiohydantoin

There total 6 articles about 5,5-Diphenyl-2-thiohydantoin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

thiourea (17356-08-0) + benzil (134-81-6) → 5,5-diphenyl-2-thioxoimidazolidin-4-one (21083-47-6)

Guidance literature:

With sodium hydroxide; at 180 ℃; for 0.025h; Microwave irradiation;

DOI:10.1080/00397911.2010.503000

Reference yield: 45.8%

potassium salt of 5,5-diphenyl-2-thiohydantoin (52688-32-1,78388-23-5) + 1,3-dibromo-propane (109-64-8) → NSC 610997 (42748-76-5) + 5,5-diphenyl-2-thioxoimidazolidin-4-one (21083-47-6) + NSC 610996 (74973-52-7)

Guidance literature:

In 1,2-dimethoxyethane; at 75 - 80 ℃; for 5h;

DOI:10.1016/0040-4020(80)80063-9

Reference yield: 30.0%

thiourea (17356-08-0) + benzil (134-81-6) → 5,5-diphenyl-2-thioxoimidazolidin-4-one (21083-47-6) + 3a,7a-diphenyltetrahydroimidazo<4,5-d>imidazole-2,5-dithione (123351-47-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 2.5h; Heating;

upstream raw materials:

2-hydroxy-2-phenylacetophenone

thiourea

benzil

potassium salt of 5,5-diphenyl-2-thiohydantoin

Downstream raw materials:

3-methyl-5,5-diphenyl-2-thioxoimidazolidin-4-one

2-N-piperidino-5,5-diphenylimidazolin-4-one

2-morpholino-5,5-diphenyl-3,5-dihydro-imidazol-4-one

2-benzylmercapto-5,5-diphenyl-3,5-dihydro-imidazol-4-one