5-Salicylidenehydantoin

Base Information

• Chemical Name: 5-Salicylidenehydantoin
• CAS No.: 90771-20-3
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.185
• NSC Number: 139703
• Nikkaji Number: J434.407C
• ChEMBL ID: CHEMBL40094
• Mol file: 90771-20-3.mol

Synonyms:5-Salicylidenehydantoin;90771-20-3;5-(2-hydroxybenzylidene)imidazolidine-2,4-dione;(5Z)-5-[(2-hydroxyphenyl)methylidene]imidazolidine-2,4-dione;NSC 139703;2,4-Imidazolidinedione, 5-((2-hydroxyphenyl)methylene)-;NSC139703;CHEMBL40094;SCHEMBL10749176;BHK100638;NSC-139703;5-(2-hydroxybenzylidene)-2,4-imidazolidinedione;AN-308/09402051;Z3247239960

Chemical Property of 5-Salicylidenehydantoin

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.458g/cm³
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Salicylidenehydantoin

There total 5 articles about 5-Salicylidenehydantoin 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: 86.0%

salicylaldehyde (90-02-8) + diethyl 2,4-dioxoimidazolidin-5-yl-phosphonate (95378-36-2) → (Z)-5-(2-hydroxybenzylidene)imidazolidine-2,4-dione (90771-20-3,139554-59-9,137920-40-2)

Guidance literature:

With sodium ethanolate; In ethanol; Ambient temperature;

DOI:10.1021/jo00024a036

Reference yield: 50.3%

2,4-imidazolidinedione (461-72-3) + salicylaldehyde (90-02-8) → (Z)-5-(2-hydroxybenzylidene)imidazolidine-2,4-dione (90771-20-3,139554-59-9,137920-40-2)

Guidance literature:

With piperidine; for 2h; Inert atmosphere; Reflux;

DOI:10.1016/j.bbagen.2011.03.001

Reference yield: 21.6%

2,4-imidazolidinedione (461-72-3) + 2-methyl-benzyl alcohol (89-95-2) → (Z)-5-(2-hydroxybenzylidene)imidazolidine-2,4-dione (90771-20-3,139554-59-9,137920-40-2)

Guidance literature:

With sodium hydrogencarbonate; ethanolamine; In ethanol; at 120 ℃; pH=7.0;

DOI:10.1021/jm030450c

upstream raw materials:

salicylaldehyde

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

2,4-imidazolidinedione

2-methyl-benzyl alcohol