3-Phenyl-2-thioxoimidazolidin-4-one

Base Information

• Chemical Name: 3-Phenyl-2-thioxoimidazolidin-4-one
• CAS No.: 2010-15-3
• Molecular Formula: C9H8N2OS
• Molecular Weight: 192.241
• Hs Code.: 2933990090
• European Community (EC) Number: 217-927-3
• DSSTox Substance ID: DTXSID20879730
• Nikkaji Number: J49.466F
• ChEMBL ID: CHEMBL201185
• Mol file: 2010-15-3.mol

Synonyms:Phenylthiohydantoin

Chemical Property of 3-Phenyl-2-thioxoimidazolidin-4-one

Chemical Property:

• Melting Point: approximate 257℃
• Refractive Index: 1.684
• Boiling Point: 292.1 °C at 760 mmHg
• PKA: 11.13±0.20(Predicted)
• Flash Point: 130.5 °C
• PSA: 64.43000
• Density: 1.39 g/cm³
• LogP: 1.30150
• Storage Temp.: −20°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 192.03573406
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Phenyl-2-sulfanyl-4,5-dihydro-1H-imidazol-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=O)N(C(=S)N1)C2=CC=CC=C2

Technology Process of 3-Phenyl-2-thioxoimidazolidin-4-one

There total 34 articles about 3-Phenyl-2-thioxoimidazolidin-4-one 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: 100.0%

ethyl N-(phenylaminothiocarbonyl)glycinate (104892-41-3) → 3-phenyl-2-thioxoimidazolidin-4-one (2010-15-3)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

Reference yield: 97.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + phenyl isothiocyanate (103-72-0) → 3-phenyl-2-thioxoimidazolidin-4-one (2010-15-3)

Guidance literature:

With triethylamine; In diethyl ether; for 15h; Heating;

DOI:10.1016/S0040-4039(02)00575-0

Reference yield: 93.0%

methyl N-phenyldithiocarbamate (701-73-5) + glycine ethyl ester hydrochloride (623-33-6) → 3-phenyl-2-thioxoimidazolidin-4-one (2010-15-3)

Guidance literature:

With triethylamine; In ethanol; for 5h; Heating;

DOI:10.1055/s-1983-30349

upstream raw materials:

ethyl N-(phenylaminothiocarbonyl)glycinate

phenyl isothiocyanate

glycine

methyl N-phenyldithiocarbamate

Downstream raw materials:

4-furfurylidene-1-phenyl-2-thioxoimidazolidin-5-one

3-phenylimidazolidine-2,4-dione

2-ethylsulfanyl-3-phenyl-3,5-dihydroimidazol-4-one

(5Z)-5-[(dimethylamino)methylene]-3-phenyl-2-thioxoimidazolidine-4-one

Refernces

• 1、 Abou El-Regal,Abdalha,El-Kassaby,Ali. "Synthesis of new thiohydantoin derivatives under phase transfer catalysis". . p. 845 - 851. Retrieved 2007.
• 2、 Elancheran, R.,Kabilan, S.,Krishnasamy, K.,Manikandan, V.,Vanitha, U.. "Design, synthesis, characterization, molecular docking and computational studies of 3-phenyl-2-thioxoimidazolidin-4-one derivatives". . . Retrieved 2021/08/09.
• 3、 -. "NOVEL AZULENYL COMPOUND". Paragraph 0082; 0084; 0085. . Retrieved 2017/09/20.