20782-48-3

Basic information

• Product Name: 1,3-bis(4-acetylphenyl)urea
• Synonyms: 1,3-bis(4-acetylphenyl)urea
• CAS NO: 20782-48-3
• Molecular Formula: C₁₇H₁₆N₂O₃
• Molecular Weight: 296.32
• Mol File: 20782-48-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 409.9°Cat760mmHg
• Flash Point: 140.4°C
• Appearance: /
• Density: 1.272g/cm³
• Vapor Pressure: 6.28E-07mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: 1,3-bis(4-acetylphenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis(4-acetylphenyl)urea(20782-48-3)
• EPA Substance Registry System: 1,3-bis(4-acetylphenyl)urea(20782-48-3)

Safety Data

• Hazardous Substances Data: 20782-48-3(Hazardous Substances Data)

Usage

Chemical class

Urea derivatives

Physical state

White solid powder

Solubility

Insoluble in water

Neuroscience application

Research tool

Receptor selectivity

Antagonist for orexin receptors OX1 and OX2

Potential treatment

Sleep disorders

Effects on

Energy homeostasis and metabolism

Investigated for

Promoting wakefulness

Therapeutic potential

Narcolepsy and other sleep-related disorders

InChI:InChI=1/C17H16N2O3/c1-11(20)13-3-7-15(8-4-13)18-17(22)19-16-9-5-14(6-10-16)12(2)21/h3-10H,1-2H3,(H2,18,19,22)

Upstream product

• 3582-05-6 trifluoromethyl trifluoromethanesulfonate 
• 99-92-3 p-aminobenzophenone 
• 201230-82-2 carbon monoxide 
• 75-44-5 phosgene 

Relevant articles and documents

Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3

Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal- and additive-free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other “CO” sources (e.g., TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal- and additive-free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.

Palladium-catalyzed carbonylation of amines: Switchable approaches to carbamates and N,N′-disubstituted ureas

Switchable access to carbamates and ureas has been developed by solvent control palladium-catalyzed carbonylation of aromatic amines under an atmosphere of carbon monoxide. A variety of N-phenylcarbamates and N,N′- diphenylureas was easily synthesized in good to excellent yields from readily available aromatic amines under mild conditions. Copyright

N-heterocyclic carbene - Palladium complexes as efficient catalysts for the oxidative carbonylation of amines to ureas

A highly efficient oxidative carbonylation reaction of amines to ureas was developed making use of carbene-palladium complexes in the absence of any promoter. Both aliphatic amines and aromatic amines were transformed in good to excellent yields to the expected ureas.