2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]-

Base Information

• Chemical Name: 2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]-
• CAS No.: 91426-39-0
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.185
• European Community (EC) Number: 618-750-8
• NSC Number: 659449
• DSSTox Substance ID: DTXSID00421014
• Wikidata: Q82232352
• Mol file: 91426-39-0.mol

Synonyms:91426-39-0;5-(3'-Hydroxybenzylidene)hydantoin;NSC659449;2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]-;(5E)-5-[(3-hydroxyphenyl)methylidene]imidazolidine-2,4-dione;5-(m-Hydroxybenzylidene)hydantoin;MLS000756648;DTXSID00421014;AKOS002952854;NSC-659449;5-(3-Hydroxybenzylidene)-2,4-imidazolidinedione;(5E)-5-[(3-hydroxyphenyl)methylene]imidazolidine-2,4-dione

Chemical Property of 2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]-

Chemical Property:

• Melting Point: 300°C dec.
• PSA: 85.41000
• LogP: 0.48840
• Storage Temp.: -20°C Freezer
• Solubility.: DMF, DMSO
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.05349212
• Heavy Atom Count: 15
• Complexity: 325

Purity/Quality:

95% ^*data from raw suppliers

5-(3''-Hydroxybenzylidene)hydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)O)C=C2C(=O)NC(=O)N2
• Isomeric SMILES: C1=CC(=CC(=C1)O)/C=C/2\C(=O)NC(=O)N2
• Uses: 5-(3''-Hydroxybenzylidene)hydantoin (cas# 91426-39-0) is a compound useful in organic synthesis.

Technology Process of 2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]-

There total 6 articles about 2,4-Imidazolidinedione, 5-[(3-hydroxyphenyl)methylene]- 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: 88.0%

diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate (95378-36-2) + meta-hydroxybenzaldehyde (100-83-4) → 5-(3-hydroxy-benzylidene)-imidazolidine-2,4-dione (137920-41-3,91426-39-0)

Guidance literature:

With sodium ethanolate; In ethanol; Ambient temperature;

DOI:10.1021/jo00024a036

Reference yield: 82.0%

2,4-imidazolidinedione (461-72-3) + meta-hydroxybenzaldehyde (100-83-4) → (5Z)-5-(3-hydroxybenzylidene)imidazolidine-2,4-dione (91426-39-0)

Guidance literature:

With ammonium acetate; at 200 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1021/jm201243p

Reference yield:

2,4-imidazolidinedione (461-72-3) + meta-hydroxybenzaldehyde (100-83-4) → C10H8N2O3 (91426-39-0)

Guidance literature:

With ethanolamine; In ethanol; water; at 70 - 120 ℃; pH=7; Alkaline conditions;

DOI:10.1016/j.bmc.2016.04.037

upstream raw materials:

2,4-imidazolidinedione

meta-hydroxybenzaldehyde

diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate

Downstream raw materials:

5-(3-hydroxy-benzyl)-imidazolidine-2,4-dione

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