4051-56-3

Usage

Uses

Used in Personal Care Industry:
N,N-diphenylbenzamide is used as a UV filter for its ability to absorb and dissipate UV radiation, providing protection against harmful sun exposure. This application is particularly important in sunscreens and other skincare products designed to shield the skin from the risks associated with ultraviolet rays.
However, it is important to note that there are concerns regarding the potential health risks associated with N,N-diphenylbenzamide, such as hormone disruption and allergic reactions. As a result, some countries and organizations have taken measures to restrict or ban its use in certain products. The ongoing research aims to better understand the potential risks and benefits of this chemical in personal care products to ensure the safety and efficacy of its applications.

Upstream product

• 110-86-1 pyridine 
• 83-01-2 diphenylcarbamic chloride 
• 65-85-0 benzoic acid 
• 101-84-8 diphenylether 
• 15940-86-0 phenyl N-phenylbenzenecarboximidoate 
• 606-87-1 N,N-diphenylbenzylamine 
• 98-88-4 benzoyl chloride 
• 122-39-4 diphenylamine 
• 71-43-2 benzene 
• 33345-17-4 N,N-diphenylbenzamidine 
• 110-46-3 isopentyl nitrite 
• 17435-12-0 N,N-Diphenylthiobenzamid 
• 4504-13-6 N-diphenylmethylene-N-pheylnitrone 
• 63641-01-0 N,N-diphenylchloromethyleneiminium chloride 

Downstream Products

• 602-56-2 9-phenylacridine 
• 17435-12-0 N,N-Diphenylthiobenzamid 
• 612-36-2 2-nitro-N-(4-nitrophenyl)benzenamine 
• 73333-79-6 N-(4-nitrophenyl)-N-phenylbenzamide 
• 14974-88-0 N,N-bis-(4-chloro-phenyl)-benzamide 
• 99234-92-1 N,N-bis-(4-bromophenyl)benzamide 
• 101649-74-5 tri-N-phenyl-benzamidine 
• 170660-21-6 N-phenyl-N-4-acetylphenylbenzamide 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 5149-12-2 4,4'-dibromodiphenylnitrosamine 
• 114687-18-2 N(C₆H₄Br)2 
• 5149-08-6 1,1-bis(4-bromophenyl)hydrazine 
• 1807-51-8 1,1,2,2-tetrakis(4-bromophenyl)hydrazine 
• 10537-12-9 9-phenyl-9,10-dihydroacridine 

Relevant academic research and scientific papers

Enhanced two-photon absorption of novel four-branched chromophore via vibronic coupling

A novel four-branched chromophore TOZ-4 with starburst linker was synthesized and showed two-photon absorption cross-section (δ) as large as 5254 GM, which was principally resulted from vibronic coupling enhancement.

Single-pot tandem oxidative/C-H modification amidation process using ultrasmall PdNP-encapsulated porous organosilica nanotubes

Herein, we studied a single-pot method with a dual catalysis process towards the conversion of primary aromatic alcohols to amides using ultrasmall PdNPs of controlled uniform size (1.8 nm) inside hybrid mesoporous organosilica nanotubes (MO-NTs). The cat

PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines

A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.

An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides

Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.

Manganese Catalyzed Direct Amidation of Esters with Amines

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations.

Ultrafast amidation of esters using lithium amides under aerobic ambient temperature conditions in sustainable solvents

Lithium amides constitute one of the most commonly used classes of reagents in synthetic chemistry. However, despite having many applications, their use is handicapped by the requirement of low temperatures, in order to control their reactivity, as well as the need for dry organic solvents and protective inert atmosphere protocols to prevent their fast decomposition. Advancing the development of air- and moisture-compatible polar organometallic chemistry, the chemoselective and ultrafast amidation of esters mediated by lithium amides is reported. Establishing a novel sustainable access to carboxamides, this has been accomplished via direct C-O bond cleavage of a range of esters using glycerol or 2-MeTHF as a solvent, in air. High yields and good selectivity are observed while operating at ambient temperature, without the need for transition-metal mediation, and the protocol extends to transamidation processes. Pre-coordination of the organic substrate to the reactive lithium amide as a key step in the amidation processes has been assessed, enabling the structural elucidation of the coordination adduct [{Li(NPh2)(OCPh(NMe2))}2] (8) when toluene is employed as a solvent. No evidence for formation of a complex of this type has been found when using donor THF as a solvent. Structural and spectroscopic insights into the constitution of selected lithium amides in 2-MeTHF are provided that support the involvement of small kinetically activated aggregates that can react rapidly with the organic substrates, favouring the C-O bond cleavage/C-N bond formation processes over competing hydrolysis/degradation of the lithium amides by moisture or air.

Homoleptic Bis(trimethylsilyl)amides of Yttrium Complexes Catalyzed Hydroboration Reduction of Amides to Amines

Homoleptic lanthanide complex Y[N(TMS)2]3 is an efficient homogeneous catalyst for the hydroboration reduction of secondary amides and tertiary amides to corresponding amines. A series of amides containing different functional groups such as cyano, nitro, and vinyl groups were found to be well-tolerated. This transformation has also been nicely applied to the synthesis of indoles and piribedil. Detailed isotopic labeling experiments, control experiments, and kinetic studies provided cumulative evidence to elucidate the reaction mechanism.

Facile amidation of esters with aromatic amines promoted by lanthanide tris (amide) complexes

The development of catalysts capable of catalyzing amidation of esters with amines to construct amides under mild conditions is of great importance. Compared to aliphatic amines, the direct catalytic amidation of esters with less nucleophilic aromatic amines is rather difficult. Employing simple lanthanide tris (amide) complexes Ln[N (SiMe3)2]3(μ-Cl)Li (THF)3 as the catalysts, it was found a broad range of aromatic amines and esters were efficiently converted into various amides in good yields under mild conditions. A plausible mechanism for this transformation was experimentally supported as starting from an amide exchange reaction between the lanthanide tris (amide) complex and the substrate amine.

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.