13140-51-7

Basic information

• Product Name: Urea, N-(3-methylphenyl)-N'-phenyl-
• CAS NO: 13140-51-7
• Molecular Formula: C14H14N2O
• Molecular Weight: 226.278
• Mol File: 13140-51-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Urea, N-(3-methylphenyl)-N'-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Urea, N-(3-methylphenyl)-N'-phenyl-(13140-51-7)
• EPA Substance Registry System: Urea, N-(3-methylphenyl)-N'-phenyl-(13140-51-7)

Safety Data

• Hazardous Substances Data: 13140-51-7(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 64-10-8 phenyl carbamate 
• 108-44-1 1-amino-3-methylbenzene 
• 313549-89-2 (1H-benzo-[d][1,2,3]triazol-1-yl)(m-tolyl)methanone 
• 62-53-3 aniline 
• 67-66-3 chloroform 
• 625-95-6 3-Iodotoluene 
• 103-72-0 phenyl isothiocyanate 
• 99-08-1 1-methyl-3-nitrobenzene 
• 591-17-3 meta-bromotoluene 
• 1215-91-4 N-(m-methylphenyl)-N'-phenylthiourea 
• 18824-43-6 N-carbamimidoyl-N'-phenyl-urea 
• 103-71-9 phenyl isocyanate 
• 500-72-1 oxanilic acid 

Relevant articles and documents

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

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.

Pd/C-Catalyzed Domino Synthesis of Urea Derivatives Using Chloroform as the Carbon Monoxide Source in Water

A Pd/C-catalyzed domino synthesis of symmetrical and unsymmetrical ureas from aryl iodides, sodium azide, amines and CHCl3 in water has been developed. This reaction proceeds with sequential carbonylation, Curtius rearrangement and nucleophilic addition. CHCl3 serves as a convenient and safe alternation of CO gas in the presence of KOH. A series of urea derivatives were obtained in moderate to good yields with good functional group tolerance. Furthermore, the Pd/C catalyst could be readily recovered with slight decrease in the catalytic activity after six consecutive runs. (Figure presented.).