5-Benzylhydantoin

Base Information

• Chemical Name: 5-Benzylhydantoin
• CAS No.: 3530-82-3
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• European Community (EC) Number: 222-563-3
• NSC Number: 50842,30459
• DSSTox Substance ID: DTXSID40874065
• Nikkaji Number: J26.393A
• ChEMBL ID: CHEMBL1914996
• Mol file: 3530-82-3.mol

Synonyms:5-benzylhydantoin

Chemical Property of 5-Benzylhydantoin

Chemical Property:

• Appearance/Colour: Crystalline solid
• Melting Point: 188-189 °C
• Refractive Index: 1.57
• PKA: 8.88±0.10(Predicted)
• PSA: 58.20000
• Density: 1.251 g/cm³
• LogP: 1.09470
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

98% ^*data from raw suppliers

5-Benzyl Hydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-37-38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(=O)NC(=O)N2

Technology Process of 5-Benzylhydantoin

There total 27 articles about 5-Benzylhydantoin 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: 94.0%

5-benzylidenehydantoin (3775-01-7,74805-60-0,109754-06-5) → 5-benzyl-hydantoin (3530-82-3)

Guidance literature:

With hydrogen; In ethanol; for 5h; under 37503 Torr;

DOI:10.1246/bcsj.59.3690

Reference yield: 81.0%

potassium cyanide + ammonium carbonate (506-87-6,6721-33-1,10361-29-2) + phenylacetaldehyde (122-78-1) → 5-benzyl-hydantoin (3530-82-3)

Guidance literature:

In methanol; water; at 50 - 60 ℃; for 3h;

DOI:10.1016/j.bmcl.2011.05.018

Reference yield: 77.0%

carbon dioxide (124-38-9,18923-20-1) + 2-amino-3-phenylpropanenitrile (55379-75-4) → 5-benzyl-hydantoin (3530-82-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 80 ℃; for 0.333333h; under 4500.45 Torr; Flow reactor;

DOI:10.1002/chem.201602609

upstream raw materials:

potassium cyanate

Phenylalanine

(R)-3-phenyl-2-ureido-propionic acid

(S)-3-phenyl-2-ureido-propionic acid

Downstream raw materials:

N-3-(2'-hydroxypropyl)-5-benzylhydantoin

N-3-(2'-hydroxypropyl)-5-benzylhydantoin

5-benzyl-1,3-dimethylimidazolidine-2,4-dione

5-benzyl-3-(1-carboxy-2-phenylethyl)hydantoin

Refernces

• 1、 Tanwar, Dinesh Kumar,Ratan, Anjali,Gill, Manjinder Singh. "Facile One-Pot Synthesis of Substituted Hydantoins from Carbamates". supporting information. p. 2285 - 2290. Retrieved 2017/10/06.
• 2、 Monteiro, Julia L.,Pieber, Bartholom?us,Corrêa, Arlene G.,Kappe, C. Oliver. "Continuous Synthesis of Hydantoins: Intensifying the Bucherer-Bergs Reaction". supporting information. p. 83 - 87. Retrieved 2015/12/26.