4-CHLOROBENZALHYDANTOIN

Base Information

• Chemical Name: 4-CHLOROBENZALHYDANTOIN
• CAS No.: 10040-86-5
• Molecular Formula: C10H7 Cl N2 O2
• Molecular Weight: 222.631
• Mol file: 10040-86-5.mol

Synonyms:Hydantoin,5-(p-chlorobenzylidene)- (6CI,7CI,8CI); 5-(p-Chlorobenzylidene)hydantoin;5-[(4-Chlorophenyl)methylene]hydantoin

Chemical Property of 4-CHLOROBENZALHYDANTOIN

Chemical Property:

• Refractive Index: 1.654
• PSA: 58.20000
• Density: 1.45g/cm³
• LogP: 2.17790

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLOROBENZALHYDANTOIN

There total 6 articles about 4-CHLOROBENZALHYDANTOIN 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: 96.0%

2,4-imidazolidinedione (461-72-3) + 4-chlorobenzaldehyde (104-88-1) → (Z)-5-(4-chlorobenzylidene)imidazolidine-2,4-dione (10040-86-5,120697-22-5,109754-08-7)

Guidance literature:

With sodium acetate on alumina; for 0.0333333h; microwave irradiation;

DOI:10.1080/00397910600589007

Reference yield: 92.0%

5-[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one (37428-88-9) → 5-(4-chlorobenzylidene)hydantoin (10040-86-5)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; for 8h; chemoselective reaction; Reflux;

DOI:10.1080/10426507.2010.525765

Reference yield: 71.0%

3-Acetyl-5-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one (139488-42-9) → (Z)-5-(4-chlorobenzylidene)imidazolidine-2,4-dione (10040-86-5,120697-22-5,109754-08-7)

Guidance literature:

With 2-Bromo-4'-methoxyacetophenone; In ethanol; for 5h; Heating;

DOI:10.1080/00397919208021085

upstream raw materials:

3-Acetyl-5-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one

5-(p-chlorobenzylidene)hydantoin

2,4-imidazolidinedione

4-chlorobenzaldehyde

Downstream raw materials:

2-[5-(4-chloro-benzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(3-trifluoromethyl-phenyl)-acetamide

2-[5-(4-chloro-benzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(2-trifluoromethyl-phenyl)-acetamide

2-[5-(4-chloro-benzylidene)-2,4-dioxo-imidazolidin-3-yl]-N-(4-chloro-phenyl)-acetamide

5-(4-Chlorobenzyl)imidazolidine-2,4-dione

Refernces

• 1、 Beloglazkina, Anastasia,Barashkin, Alexander,Polyakov, Vladislav,Kotovsky, German,Karpov, Nikita,Mefedova, Sofia,Zagribelny, Bogdan,Ivanenkov, Yan,Kalinina, Marina,Skvortsov, Dmitry,Tafeenko, Victor,Zyk, Nikolay,Majouga, Alexander,Beloglazkina, Elena. "Synthesis and Biological Evaluation of Novel Dispiro Compounds based on 5-Arylidenehydantoins and Isatins as Inhibitors of p53–MDM2 Protein–Protein Interaction". . p. 747 - 755. Retrieved 2020.
• 2、 Khanfar, Mohammad A.,Asal, Bilal Abu,Mudit, Mudit,Kaddoumi, Amal,El Sayed, Khalid A.. "The marine natural-derived inhibitors of glycogen synthase kinase-3β phenylmethylene hydantoins: In vitro and in vivo activities and pharmacophore modeling". . p. 6032 - 6039. Retrieved 2009.
• 3、 Ma, Bao-De,Du, Sheng-Hua,Wang, Yu,Ou, Xiao-Ming,Huang, Ming-Zhi,Wang, Li-Xin,Wang, Xiao-Guang. "Synthesis of chiral hydantoin derivatives by homogeneous Pd-catalyzed asymmetric hydrogenation". . p. 47 - 53. Retrieved 2017/01/11.