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Usage

Uses

Used in Polymer and Copolymer Production:
N,3-Diphenylacrylamide is used as a monomer for the production of polymers and copolymers, contributing to the formation of cross-linked gels and hydrogels. Its properties enable the creation of materials with specific characteristics, such as stability and durability.
Used in Organic Synthesis:
In the field of organic synthesis, N,3-Diphenylacrylamide serves as a key component in the synthesis of various organic compounds, facilitating the development of new chemical entities with potential applications in various industries.
Used in Pharmaceutical Industry:
N,3-Diphenylacrylamide is utilized in the pharmaceutical industry for its potential applications in drug development and formulation. Its properties may contribute to the creation of innovative pharmaceutical products with improved efficacy and safety profiles.
Used in Cosmetic Industry:
In the cosmetic industry, N,3-Diphenylacrylamide is employed for its ability to enhance the properties of cosmetic products, such as improving texture, stability, and performance. Its incorporation into formulations can lead to the development of advanced cosmetic products with enhanced benefits for consumers.

Upstream product

• 6502-38-1 chalcone oxime 
• 102-92-1 cinnamoyl chloride 
• 62-53-3 aniline 
• 538-56-7 cinnamic acid anhydride 
• 4198-15-6 3-hydroxy-N,3-diphenylpropanamide 
• 621-82-9 Cinnamic acid 
• 60299-77-6 cinnamoyl cyanide 
• 76128-84-2 Thiozimtsaeureanilid 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 103-71-9 phenyl isocyanate 
• 29834-36-4 trans-3-bromo-1,4-diphenylazetidin-2-one 
• 84958-06-5 C₂₂H₁₉NO₃S 

Downstream Products

• 14371-10-9 (E)-3-phenylpropenal 
• 3271-81-6 hydrocinnamanilide 
• 93500-91-5 α,β-dibromohydrocinnamanilide 
• 1020478-99-2 N-phenyl-cinnamimidoyl chloride 
• 1681-94-3 4-dimethylaminochalcone 
• 34188-23-3 α-Methylthio-β-chlordihydrozimtsaeureanilid 
• 34193-80-1 3-Chloro-2-(2-chloro-ethylsulfanyl)-3,N-diphenyl-propionamide 
• 5866-86-4 Phenyl-[(E)-(3-phenyl-acryloyl)]-carbamic acid isopropyl ester 
• 104-55-2 3-phenyl-propenal 
• 15954-54-8 β-Butyl-hydrozimtsaeure-anilid 
• 7474-18-2 3,3-diphenylpropanoic acid N-phenylamide 
• 1139588-27-4 N,5-diphenyl-4,5-dihydroisoxazol-3-amine 
• 1191104-11-6 N,3-diphenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanamide 
• 4888-33-9 4-phenyl-3,4-dihydro-1H-quinolin-2-one 

Relevant academic research and scientific papers

CC-Verknuepfung von Styrol mit Isocyanaten an Nickel(0), eine Katalytische Synthese von Zimtsaeureamiden

Isocynates react with styrene at ligand-nickel(0) systems by 1/1 C-C coupling giving azanickelcyclopentanones.The nickela five-membered rings obtained in this way are characterized spectroscopically, and their reaction modes are described.Depending on the ligands and special reaction conditions it is shown that with continuous, slow addition of the isocyanate to the solution of styrene and the Lig-Ni0 starting complex catalytic formation of cinnamanilide occurs.

Umpolung cyclization reaction of: N -cinnamoylthioureas in the presence of DBU

A novel regioselective cyclization reaction of N-cinnamoylthioureas leading to six- or five-membered heterocyclic compounds was developed. N-Cinnamoylthioureas in the presence of trifluoroacetic acid (TFA) underwent the well-established intramolecular cycloaddition reaction to give 2-imino-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones in good yields. On the other hand, the reaction with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) proceeded in an unprecedented umpolung cyclization fashion to afford five-membered 2-imino-1,3-thiazolidin-4-ones and/or 2-thioxoimidazolidine-4-ones. The reaction was considered to occur via a cycloadduct of DBU with the cinnamoyl moiety followed by intramolecular attack of the thiourea group.

Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand

Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.

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.

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Iron-catalyzed oxidative amidation of acylhydrazines with amines

A new approach for amide bond formation via a mild and efficient Iron-catalyzed cross-coupling reaction of acylhydrazines and amines using TBHP as oxidant is described. This protocol is compatible with a wide range of amines and acylhydrazines. In addition, the synthetic application of the reaction is presented.

Tungsten-Catalyzed Transamidation of Tertiary Alkyl Amides

Transamidation has recently emerged as a straightforward and convenient means to diversify amides. However, the kinetically and thermodynamically demanding transamidation of notoriously robust, fully alkyl-substituted tertiary amides still remains a longstanding challenge. Here, we describe a method for the activation of tertiary alkyl amides to streamline transamidation using simple tungsten(VI) chloride as a catalyst and chlorotrimethylsilane as an additive. The highly electrophilic and oxophilic tungsten catalyst enables the selective scission of a C-N bond of tertiary alkyl amides to effect transamidation of a myriad of structurally and electronically diverse tertiary alkyl amides and amines. Mechanistic study implies that the synergistic effect of the catalyst and the additive could pronouncedly induce the nucleophilic acyl substitution of tertiary alkyl amide with amine to realize transamidation.

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.

Synthesis of Linear α,β-Unsaturated Amides from Isocyanates and Alkenylaluminum Reagents

A new approach has been developed for the synthesis of linear α,β-unsaturated amides by the direct coupling of isocyanates with alkenylaluminum reagents. At room temperature, the desired α,β-unsaturated amides were isolated in good to excellent yields with good functional-group tolerance in the absence of any catalyst or additive.

Copper-Catalyzed Radical N-Demethylation of Amides Using N-Fluorobenzenesulfonimide as an Oxidant

An unprecedented N-demethylation of N-methyl amides has been developed by use of N-fluorobenzenesulfonimide as an oxidant with the aid of a copper catalyst. The conversion of amides to carbinolamines involves successive single-electron transfer, hydrogen-atom transfer, and hydrolysis, and is accompanied by formation of N-(phenylsulfonyl)benzenesulfonamide. Carbinolamines spontaneously decompose to N-demethylated amides and formaldehyde, because of their inherent instability.