5-(p-Methoxybenzylidene)hydantoin

Base Information

• Chemical Name: 5-(p-Methoxybenzylidene)hydantoin
• CAS No.: 5349-42-8
• Molecular Formula: C11H10 N2 O3
• Molecular Weight: 218.212
• Hs Code.: 2933990090
• Nikkaji Number: J2.339.246A
• Mol file: 5349-42-8.mol

Synonyms:5-(p-Methoxybenzylidene)hydantoin;5349-42-8;(5E)-5-[(4-methoxyphenyl)methylidene]imidazolidine-2,4-dione;Hydantoin, 5-(p-methoxybenzylidene)-;SCHEMBL15421958;HMS1481F10;NSC 1232;SR-01000488722;SR-01000488722-1;BRD-K53885817-001-01-6

Chemical Property of 5-(p-Methoxybenzylidene)hydantoin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 67.43000
• Density: 1.317g/cm³
• LogP: 1.53310
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C2C(=O)NC(=O)N2
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/2\C(=O)NC(=O)N2

Technology Process of 5-(p-Methoxybenzylidene)hydantoin

There total 18 articles about 5-(p-Methoxybenzylidene)hydantoin 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: 95.0%

2,4-imidazolidinedione (461-72-3) + 4-methoxy-benzaldehyde (123-11-5) → (5Z)-5-(4-methoxybenzylidene)imidazolidine-2,4-dione (5349-42-8,108402-52-4,120697-20-3)

Guidance literature:

With ethanolamine; In ethanol; water; for 12h; Reflux;

DOI:10.1021/acs.orglett.1c01894

Reference yield: 85.0%

2,4-imidazolidinedione (461-72-3) + 4-methoxy-benzaldehyde (123-11-5) + ammonia ethyl alcohol → 5-(4-methoxybenzylidene)imidazolidine-2,4-dione (5349-42-8)

Guidance literature:

In water;

Reference yield: 85.0%

5-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one (7253-52-3,1809028-84-9) → 5-(4-methoxybenzylidene)imidazolidine-2,4-dione (5349-42-8)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; for 12h; chemoselective reaction; Reflux;

DOI:10.1080/10426507.2010.525765

upstream raw materials:

5-(4-methoxy-benzylidene)-imidazolidine-2,4-dione

[(E)-1-Cyano-2-(4-methoxy-phenyl)-vinyl]-urea

2,4-imidazolidinedione

4-methoxy-benzaldehyde

Downstream raw materials:

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

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

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

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

Refernces

• 1、 Christoff, Rebecca M.,Soares da Costa, Tatiana P.,Bayat, Saadi,Holien, Jessica K.,Perugini, Matthew A.,Abbott, Belinda M.. "Synthesis and structure-activity relationship studies of 2,4-thiazolidinediones and analogous heterocycles as inhibitors of dihydrodipicolinate synthase". supporting information. . Retrieved 2021/11/27.
• 2、 Popió?, Justyna,Gunia-Krzyzak, Agnieszka,Piska, Kamil,Zelaszczyk, Dorota,Koczurkiewicz, Paulina,S?oczynska, Karolina,Wójcik-Pszczo?a, Katarzyna,Krupa, Anna,Kryczyk-Poprawa, Agata,Zes?awska, Ewa,Nitek, Wojciech,Zmudzki, Pawe?,Marona, Henryk,Pekala, Elzbieta. "Discovery of novel UV-filters with favorable safety profiles in the 5-arylideneimidazolidine-2,4-dione derivatives group". . . Retrieved 2019/07/04.