86918-15-2

Basic information

• Product Name: α,α’-dimethyl-1,3-dibenzylurea
• Synonyms: α,α’-dimethyl-1,3-dibenzylurea
• CAS NO: 86918-15-2
• Molecular Weight: 268.359
• Mol File: 86918-15-2.mol

Chemical Properties

• CAS DataBase Reference: α,α’-dimethyl-1,3-dibenzylurea(CAS DataBase Reference)
• NIST Chemistry Reference: α,α’-dimethyl-1,3-dibenzylurea(86918-15-2)
• EPA Substance Registry System: α,α’-dimethyl-1,3-dibenzylurea(86918-15-2)

Safety Data

• Hazardous Substances Data: 86918-15-2(Hazardous Substances Data)

Usage

Uses

Used in Rubber and Plastic Industry:
α,α’-dimethyl-1,3-dibenzylurea is used as an antioxidant for preventing discoloration and degradation in rubber and plastic materials caused by oxidation. Its high thermal stability contributes to the enhanced durability and longevity of these materials.
Used in Agricultural Products:
In the agricultural sector, α,α’-dimethyl-1,3-dibenzylurea serves as a stabilizer, helping to maintain the quality and freshness of agricultural products over time.
Used in Pharmaceutical Synthesis:
α,α’-dimethyl-1,3-dibenzylurea is utilized as a promoter in the synthesis of pharmaceutical compounds, facilitating the production of various medications and contributing to advancements in the pharmaceutical industry.

Upstream product

• 201230-82-2 carbon monoxide 
• 618-36-0 rac-methylbenzylamine 
• 124-38-9 carbon dioxide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 124573-33-7 1-Acetyl-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124-41-4 sodium methylate 
• 124573-29-1 1-((R)-3-Hydroxy-3-naphthalen-2-yl-propionyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124573-29-1 1-((S)-3-Hydroxy-3-naphthalen-2-yl-propionyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124573-27-9 1-((R)-3-Hydroxy-3-phenyl-propionyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124573-27-9 1-((S)-3-Hydroxy-3-phenyl-propionyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124573-26-8 1-((S)-3-Hydroxy-4,4-dimethyl-pentanoyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 124573-26-8 1-((R)-3-Hydroxy-4,4-dimethyl-pentanoyl)-1,3-bis-((S)-1-phenyl-ethyl)-urea 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 57-13-6 urea 

Downstream Products

• 65370-31-2 bis(1-phenylethyl)methanediimine 

Relevant articles and documents

Citric acid stabilized on the surface of magnetic nanoparticles as an efficient and recyclable catalyst for transamidation of carboxamides, phthalimide, urea and thiourea with amines under neat conditions

Abstract: Citric acid-coated magnetic nanoparticles (Fe3O4–CA NPs) were successfully prepared and characterized. This magnetic nanocatalyst was employed as an efficient, recyclable, and environmentally benign heterogeneous catalyst for the transamidation of carboxamides, phthalimide, urea and thiourea with amines. Several derivatives of formylated and transamidated products were synthesized in good to excellent yields in the presence of this catalytic system. And, the catalyst could be easily separated from the reaction mixture using an external magnet and can be reused six times without any significant loss in its catalytic activity. Graphical abstract: [Figure not available: see fulltext.].

Effective approach to ureas through organocatalyzed one-pot process

An efficient approach to N, N′-unsymmetrically substituted ureas 9 has been developed through the ammonolysis process of N-Boc protected anilines 7 with amines prompted by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). Moreover, a convenient protocol for the

Sulfated polyborate-catalyzed efficient and expeditious synthesis of (un)symmetrical ureas and benzimidazolones

The excellent catalytic potential of sulfated polyborate is utilized in the synthesis of (un)symmetrical ureas and benzimidazolones by heating amines or substituted OPDA and urea or N-phenylureas under a solvent-free condition at 120 °C is described. The key advantages of the present protocol are phosgene-free, and other hazardous reagents or organic solvent free, high reaction rates and yields, simple workup procedure, and recyclability of the catalyst.

Transamidation of primary carboxamides, phthalimide, urea and thiourea with amines using Fe(OH)3@Fe3O4 magnetic nanoparticles as an efficient recyclable catalyst

The highly efficient transamidation of primary amides, phthalimide, urea and thiourea with amines catalyzed by magnetic Fe(OH)3@Fe3O4 nanoparticles is described. This magnetic nanocomposite is able to catalyze transamidation reactions of a wide range of the above-mentioned substrates with amines, generating a new amide bond in moderate to good yields. The catalyst exhibited very good recyclability and reusability up to five runs without significant loss of its catalytic activity.

Designing of thermally stable amide functionalized benzimidazolium perchlorate ionic liquid for transamidation of primary carboxamides

In the present work, we have designed and synthesized a thermally stable catalyst based on functionalized benzimidazolium perchlorate ionic liquid and tested its efficacy towards metal free and solvent free transamidation of amides and amines. The ionic liquid comprising the perchlorate ion has shown remarkably better activity than those which contain other anions and accordingly a plausible mechanism for the catalytic activity is arrived. The developed catalytic system has shown excellent activity towards the transamidation of alicyclic and aromatic amines with acetamide, benzamide and p-nitrobenzamide under mild conditions. Furthermore, the transamidation of nicotinamide with benzylamine in presence of the ionic liquid catalyst was found to occur with very good yields and thus provides a facile route for the synthesis of pharmaceutically significant compounds. The catalyst has exhibited very good thermal stability upto 203 °C and very good recyclability upto 5 runs without significant loss in its activity.

Trinuclear gold clusters supported by cyclic (alkyl)(amino)carbene ligands: Mimics for gold heterogeneous catalysts

The synthesis of air- and moisture-stable trinuclear mixed-valence gold(I)/gold(0) clusters is described. They promote the catalytic carbonylation of amines under relatively mild conditions. The synthetic route leading to the trinuclear clusters involves a simple ligand exchange from the readily available μ3-oxo-[(Ph3PAu)3O]+ complex. This synthetic method paves the way for the preparation of a variety of mixed-valence gold(I)/gold(0) polynuclear clusters. Moreover, the well-defined nature of the complexes demonstrates that the catalytic process involves a rare example of a definite change of oxidation state of gold from Au0 2AuI to AuI3.

One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger-aza-Wittig reaction

A fast and efficient protocol for the synthesis of N,N'-disubstituted urea derivatives from alkyl halides and primary or secondary amines has been developed. The synthetic pathway combines nucleophilic substitutions and a Staudinger-aza-Wittig reaction in the presence of polymer-bound diphenylphosphine under 14 bar of CO2 pressure and has been performed in a one-pot two-step process. The protocol has been optimized under microwave irradiation and the scale-up experiment has been conducted under conventional conditions in a Parr reactor. The final compounds were isolated after simple filtration in almost quantitative overall yields which makes this procedure facile and rapid to execute.

A high yielding, one-pot synthesis of substituted ureas from the corresponding amines using Mitsunobu's reagent

A Mitsunobu-based protocol has been developed for the synthesis of symmetrically and unsymmetrically substituted ureas from a variety of primary and secondary amines using gaseous carbon dioxide, in good to excellent yields. This protocol is mild and efficient compared to other reported methods.

Coordination of Chiral Amines to Coordinatively Unsaturated Cp*Ir-Amino Acid Complexes Allows Determination of Enantiomeric Purity

Coordinatively unsaturated complexes of the Cp*Ir fragment to the dianion of N-tosylamino acids combine with chiral amines in a highly diastereoselective fashion, such that metallacycle substituents R (amino acid side chain) and Cp* are cis.Observation of

Conversion of primary amines to N,N'-disubstituted ureas using montmorillonitebipyridinepalladium(II)-acetate and di-tert butyl peroxide

A simple and convenient methodology for the synthesis of N,N'-disubstituted ureas from primary amines by a heterogenized catalyst montmorillonitebipyridinepalladium(II)acetate for the first time at room temperature and atmospheric pressure is described.