13142-82-0

Basic information

• Product Name: 1-Phenyl-3-(2-methoxyphenyl)urea
• Synonyms: 1-Phenyl-3-(2-methoxyphenyl)urea;N-(2-Methoxyphenyl)-N'-phenylurea;1-(2-METHOXYPHENYL)-3-PHENYLUREA
• CAS NO: 13142-82-0
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.27
• Mol File: 13142-82-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 301.2°C at 760 mmHg
• Flash Point: 136°C
• Appearance: /
• Density: 1.249g/cm³
• Vapor Pressure: 0.00107mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 1-Phenyl-3-(2-methoxyphenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-3-(2-methoxyphenyl)urea(13142-82-0)
• EPA Substance Registry System: 1-Phenyl-3-(2-methoxyphenyl)urea(13142-82-0)

Safety Data

• Hazardous Substances Data: 13142-82-0(Hazardous Substances Data)

Usage

Chemical classification

Urea derivative

Structural similarity

Diphenhydramine, cyproheptadine, and doxylamine

Primary uses

Antihistamine and antiemetic medication

Mechanism of action

Blocks the effects of histamine

Allergy symptoms relief

Itching, runny nose, sneezing

Nausea and vomiting management

Prevention and control

Additional effects

Sedative and mild analgesic properties

Pain management

Useful for managing mild to moderate pain

Therapeutic versatility

Various applications in treating different conditions

InChI:InChI=1/C14H14N2O2/c1-18-13-10-6-5-9-12(13)16-14(17)15-11-7-3-2-4-8-11/h2-10H,1H3,(H2,15,16,17)

Upstream product

• 101-99-5 N-carboethoxyaniline 
• 90-04-0 2-methoxy-phenylamine 
• 103-71-9 phenyl isocyanate 
• 578-57-4 2-bromoanisole 
• 64-10-8 phenyl carbamate 
• 579-75-9 2-Methoxybenzoic acid 
• 62-53-3 aniline 
• 306990-93-2 (1H-benzo[d][1,2,3]triazol-1-yl)(2-methoxyphenyl)methanone 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 2553-04-0 ortho-methoxybenzophenone 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 766-51-8 2-Chloroanisole 
• 591-50-4 iodobenzene 
• 135-92-2 N-(2-methoxyphenyl)urea 

Downstream Products

• 13142-79-5 N-phenyl-N'-(2-hydroxylphenyl)urea 

Relevant articles and documents

N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor

A diverse range of ureas, N -acylureas, carbamates, and thiocarbamates has been synthesized in good to excellent yields by reacting N -acylbenzotriazoles individually with amines or amides or phenols or thiols in the presence of diphenylphosphoryl azide (DPPA) as a suitable azide donor in anhydrous toluene at 110 °C for 3-4 hours. In this route, DPPA was found to be a good alternative to trimethylsilyl azide and sodium azide for the azide donor in Curtius degradation. The high reaction yields, one-pot and metal-free conditions, straightforward nature, easy handling, use of readily available reagents, and in many cases avoidance of column chromatography are the notable features of the devised protocol.

An Improved Synthesis of Urea Derivatives from N -Acylbenzotriazole via Curtius Rearrangement

The good leaving tendency of the benzotriazole moiety has been exploited for the synthesis of symmetric, unsymmetric, N -acyl, and cyclic ureas in good yields from N -acylbenzotriazoles by treating the latter with various amines in the presence of TMSN 3 /Et 3 N in a sealed tube. The salient features of the devised protocol includes the high-yield, mild, metal-free, one-pot reaction conditions, and short reaction time. Furthermore, in many cases, no column chromatography is required for the purification.

Cu(acac)2-catalyzed N-arylations of phenylurea with aryl boronic acid

Cu(acac)2 activates aryl boronic acids for the reaction with NH2-phenylurea without additional ligand and heating. The procedure is simple, general, ligand-free, milder than the palladium-catalyzed arylation, and avoids the use of toxic phosphine ligands. Copyright Taylor & Francis Group, LLC.