1,3-Bis(4-hydroxyphenyl)urea

Base Information

• Chemical Name: 1,3-Bis(4-hydroxyphenyl)urea
• CAS No.: 2298-28-4
• Molecular Formula: C13H12 N2 O3
• Molecular Weight: 244.25
• NSC Number: 77019
• DSSTox Substance ID: DTXSID70291660
• Nikkaji Number: J1.141.776K
• Wikidata: Q82029673
• Mol file: 2298-28-4.mol

Synonyms:1,3-bis(4-hydroxyphenyl)urea;2298-28-4;Urea,N,N'-bis(4-hydroxyphenyl)-;NSC77019;p-Oxyphenylaminoketon;NCIOpen2_004028;SCHEMBL11327346;DTXSID70291660;NSC-77019;EN300-37457059

Chemical Property of 1,3-Bis(4-hydroxyphenyl)urea

Chemical Property:

• Vapor Pressure: 5.34E-06mmHg at 25°C
• Boiling Point: 370.1°C at 760 mmHg
• Flash Point: 177.6°C
• Density: 1.465g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 244.08479225
• Heavy Atom Count: 18
• Complexity: 243

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)NC2=CC=C(C=C2)O)O

Technology Process of 1,3-Bis(4-hydroxyphenyl)urea

There total 14 articles about 1,3-Bis(4-hydroxyphenyl)urea 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: 99.0%

p-hydroxyphenyl isocyanate (23159-72-0) → N,N'-bis(4-hydroxyphenyl)urea (2298-28-4)

Guidance literature:

With water; triethylamine; In 1,4-dioxane; at 20 ℃; for 0.05h;

DOI:10.1081/SCC-200061656

Reference yield: 85.0%

carbon monoxide (201230-82-2) + 4-amino-phenol (123-30-8) → N,N'-bis(4-hydroxyphenyl)urea (2298-28-4)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; oxygen; palladium diacetate; sodium iodide; at 20 ℃; for 36h; under 760.051 Torr; Schlenk technique;

DOI:10.1055/a-1500-9673

Reference yield: 72.0%

4-amino-phenol (123-30-8) + acetoacetic acid methyl ester (105-45-3) → N,N'-bis(4-hydroxyphenyl)urea (2298-28-4)

Guidance literature:

zirconium(IV) oxide; molybdenum; In 1,2-dichloro-benzene; at 69.85 ℃; for 6h;

DOI:10.1080/00397919908086446

upstream raw materials:

4-amino-phenol

urea

ethyl 2-propylacetoacetate

methanol

Downstream raw materials:

2-{4-[3-(4-Hydroxy-phenyl)-ureido]-phenoxy}-2-methyl-propionic acid

Refernces

• 1、 Song, Hai-Xia,Han, Zhou-Zhou,Zhang, Cheng-Pan. "Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3". supporting information. p. 10907 - 10912. Retrieved 2019/08/02.
• 2、 Perveen, Shahnaz,Yasmin, Arfa,Khan, Khalid Mohammed. "Effect of successive increase in alcohol chains on reaction with isocyanates and isothiocyanates". experimental part. p. 18 - 23. Retrieved 2010/04/23.