1467-21-6

Basic information

• Product Name: 1-benzyl-3-phenylurea
• Synonyms: 1-Benzyl-3-phenylurea; N-benzyl-N'-phenylurea; urea, N-phenyl-N'-(phenylmethyl)-
• CAS NO: 1467-21-6
• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.2738
• Mol File: 1467-21-6.mol

Chemical Properties

• Boiling Point: 366.5°C at 760 mmHg
• Flash Point: 142.2°C
• Density: 1.178g/cm³
• Vapor Pressure: 1.46E-05mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 1-benzyl-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3-phenylurea(1467-21-6)
• EPA Substance Registry System: 1-benzyl-3-phenylurea(1467-21-6)

Safety Data

• Hazardous Substances Data: 1467-21-6(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
1-benzyl-3-phenylurea is used as a plant growth regulator for promoting lateral branching and flowering in crops such as grapes, kiwifruit, and tomatoes. It is used to improve fruit set and yield, as well as to enhance the quality and shelf life of fruits by increasing their sugar content and reducing physiological disorders.
Used in Pharmaceutical Industry:
1-benzyl-3-phenylurea is used as a potential therapeutic agent in the pharmaceutical industry. Its exact application and mechanism of action in this field are not specified in the provided materials.
Used in Organic Chemistry:
1-benzyl-3-phenylurea is used as a reagent in various synthetic transformations in organic chemistry. Its specific applications and reactions in this field are not detailed in the provided materials.
Caution:
While 1-benzyl-3-phenylurea offers numerous benefits, it is essential to exercise caution when handling this chemical compound. It may pose health and environmental hazards if not used properly. Proper safety measures and guidelines should be followed to minimize any potential risks associated with its use.

Upstream product

• 33876-94-7 N-phenyl-1H-imidazole-1-carboxamide 
• 100-46-9 benzylamine 
• 103-71-9 phenyl isocyanate 
• 65-85-0 benzoic acid 
• 60285-31-6 N,N'-diphenyl-N-nitroso-urea 
• 23490-87-1 N-benzhydrylidene-N'-phenylurea 
• 23490-89-3 1-<1-Phenyl-2,2-dimethyl-propyliden>-3-phenyl-harnstoff 
• 102-07-8 bis(diphenyl)urea 
• 64-10-8 phenyl carbamate 
• 100-52-7 benzaldehyde 
• 201230-82-2 carbon monoxide 
• 726-25-0 1-benzyl-3-phenylthiourea 
• 7647-01-0 hydrogenchloride 
• 74123-01-6 1-benzyl-3-p-tolyl-triazene-1-carboxylic acid anilide 

Downstream Products

• 54680-38-5 3-benzyl-3-nitroso-1-phenylurea 
• 130632-35-8 1-Benzyl-2-diethylamino-3-phenyl-[1,3,2]diazaphosphetidin-4-one 
• 1466-67-7 1,3-dibenzylurea 
• 67-56-1 methanol 
• 62-53-3 aniline 
• 100-46-9 benzylamine 
• 13257-11-9 N-benzyl-N'-(2-chlorophenyl)urea 
• 13208-51-0 3-(4-chlorophenyl)-1-(phenylmethyl)urea 
• 1371268-52-8 N-(4-iodophenyl)-N’-benzylurea 
• 4172-92-3 N-benzyl-N′-phenylcarbodiimide 
• 2164-93-4 2-(ω-Benzyl-ureido)-benzoesaeure-methylester 
• 176370-53-9 3-benzyl-5,6-diamino-1-phenyluracil 
• 176370-52-8 6-amino-3-benzyl-1-phenylpyrimidine-2,4(1H,3H)-dione 
• 213134-27-1 1-benzyl-1,3-dimethyl-3-phenylurea 

Relevant articles and documents

Curtius-like Rearrangement of an Iron-Nitrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes

A Curtius-like rearrangement of hydroxamates to isocyanates was discovered. This reaction was initiated from an iron(II)-nitrenoid complex, which was generated by the iron(II)-catalyzed cleavage of N-O bonds of functionalized hydroxamates. To demonstrate the efficiency of this new Curtius-like rearrangement in synthetic chemistry, a biomimetic strategy for the one-pot preparation of bisindolylmethanes was developed.

Synthesis method of substituted urea compound

The invention discloses a synthesis method of a substituted urea compound, which comprises the following steps: stirring aldehyde, N-aryl urea, trichlorosilane and Lewis base in an organic solvent ata temperature range of -20 DEG C to room temperature for

2,2,2-Trifluroenthanol promoted synthesis of unsymmetrical ureas from dioxazolones and amines via tandem lossen rearrangement/condensation process

A 2,2,2-trifluroenthanol (TFE) promoted synthesis of unsymmetric ureas was described. This approach enabled the construction of a variety of ureas from the readily prepared and easy-to-handle dioxazolones and amines via tandem Lossen rearrangement/condensation process. The reaction featured mild conditions for the urea synthesis under metal-free conditions, which was successively applied in the scale-up synthesis of herbicides Monuro and Isoproturon.

Broad Scope and High-Yield Access to Unsymmetrical Acyclic [11C]Ureas for Biomedical Imaging from [11C]Carbonyl Difluoride

Effective methods are needed for labelling acyclic ureas with carbon-11 (t1/2=20.4 min) as potential radiotracers for biomedical imaging with positron emission tomography (PET). Herein, we describe the rapid and high-yield syntheses of unsymmet

Stabilization of the hindered urea bond through de-tert-butylation

We report the discovery of an acid-assisted de-tert-butylation reaction that can instantly “turn off” the dynamicity of hindered urea bonds (HUBs) and thus broaden their applications. The reaction is demonstrated to be widely applicable to different hindered urea substrates, leading to improved chemical stabilities and mechanical properties of HUB-containing materials.

Lanthanum(III) Trifluoromethanesulfonate Catalyzed Direct Synthesis of Ureas from N-Benzyloxycarbonyl-, N -Allyloxycarbonyl-, and N -2,2,2-Trichloroethoxycarbonyl-Protected Amines

A novel lanthanum triflate mediated conversion of N -benzyloxycarbonyl-, N -allyloxycarbonyl-, and N -trichloroethoxycarbonyl-protected amines into nonsymmetric ureas was discovered. In this study, lanthanum triflate was found to be an effective catalyst for preparing various nonsymmetric ureas from protected amines. A variety of protected aromatic and aliphatic carbamates reacted readily with various amines in the presence of lanthanum triflate to generate the desired ureas in high yields. This result demonstrated that this novel lanthanum triflate catalyzed preparation of ureas from Cbz, Alloc, and Troc carbamates can be employed for the formation of various urea structures.

Photocatalyzed synthesis of unsymmetrical ureas via the oxidative decarboxylation of oxamic acids with PANI-g-C3N4-TiO2 composite under visible light

The synthesis of unsymmetrical ureas via the photocatalyzed oxidative decarboxylation of oxamic acids has been developed. The carbamoyl radicals were generated from oxamic acids in the presence of a hypervalent iodine reagent and the PANI(Polyaniline)-g-C3N4-TiO2 composite under visible light irradiation. The radicals were converted in situ into the corresponding isocyanates, which were then trapped by amines to afford the corresponding products in moderate to good yields. This protocol avoided the direct use of environmentally unfriendly isocyanates and a series of substrates were tolerated. Moreover, the photocatalyst could be readily recovered by simple filtration and be reused for several runs with only a slight decrease in the catalytic activity.

Preparation method of amide derivative

The invention provides a preparation method of an amide derivative. The method comprises the following steps: taking hydroxamic acid and an amine or thiol compound as raw materials, sequentially adding alkali and a solvent, carrying out a reaction for 2-7 hours at the temperature of 25-50 DEG C in an SO2F2 atmosphere, and after the reaction is finished, carrying out aftertreatment on a reaction solution to obtain the asymmetric urea compound or thiocarbamate compound. According to the invention, cheap, easily available and environment-friendly SO2F2 is used as an accelerant to efficiently promote the generation of isocyanate intermediates and form C-N and C-S bonds. The generation of isocyanate avoids the use of a large amount of halogen or azide dangerous reagents, so that the compound can be used as a green substitute for standard treatment conditions in Curtius rearrangement and Hofmann rearrangement reactions. The substrate is wide in applicability, and the corresponding asymmetricurea and thiocarbamate compounds can be obtained at a relatively good yield. The operation process is simple and suitable for large-scale preparation.

CaI2-Catalyzed direct transformation of: N -Alloc-, N -Troc-, and N -Cbz-protected amines to asymmetrical ureas

A novel and facile CaI2-catalyzed direct synthesis of asymmetrical ureas from N-Alloc-, N-Troc-, and N-Cbz-protected amines is developed. In this study, the efficient reaction of Alloc-, Troc-, and Cbz-carbamates with amines in the presence of catalytic CaI2 successfully generated various asymmetrical ureas. This catalytic synthetic procedure provided the desired ureas via reactions of these protected aromatic and aliphatic amines with various amines in high yields without side products. This suggests that novel direct synthesis of ureas from Alloc-, Troc-, and Cbz-carbamates can be a promising approach for the synthesis of useful ureas.

A Fe3O4?SiO2/Schiff Base/Pd Complex as an Efficient Heterogeneous and Recyclable Nanocatalyst for One-Pot Domino Synthesis of Carbamates and Unsymmetrical Ureas

A palladium-catalyzed domino method for the direct synthesis of carbamates and ureas has been developed by using readily available and economical starting materials (aryl halide, carbon monoxide, sodium azide, amines and alcohols) in a one-pot approach. The domino process underwent carbonylation, Curtius rearrangement, and nucleophilic addition. This protocol provides a step-economical and highly efficient reaction to access the wide range of valuable carbamates, symmetrical and unsymmetrical ureas with high yields under remarkable mild reaction conditions that are important factors in pharmaceutical science, biochemistry and agricultural industries. Furthermore, the magnetically recoverable nanocatalyst (Fe3O4?SiO2/Pd(II)) can be conveniently and swiftly recycled using external magnet and reused at least for seven times without noticeable loss of its catalytic activity.