7472-97-1

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Diphenylpropanamide is used as a reagent for the preparation of amides, esters, and other functional groups in the synthesis of various drugs. Its ability to efficiently convert carboxylic acids to amides makes it a valuable component in the development of pharmaceuticals.
Used in Organic Synthesis:
2,3-Diphenylpropanamide is used as a versatile building block in the production of agrochemicals and other fine chemicals. Its wide applicability in organic synthesis contributes to the creation of a diverse range of chemical compounds.
Used in Perfume and Fragrance Industry:
2,3-Diphenylpropanamide is used as a component in the production of perfumes and fragrances, adding to the complexity and variety of scents in various products.
Used in Plastics and Polymers Manufacturing:
2,3-Diphenylpropanamide is used in the manufacturing process of plastics and polymers, contributing to the development of new materials with specific properties and applications.

InChI:InChI=1/C15H15NO/c16-15(17)14(13-9-5-2-6-10-13)11-12-7-3-1-4-8-12/h1-10,14H,11H2,(H2,16,17)

Upstream product

• 3333-14-0 2,3-diphenylpropionitrile 
• 100-44-7 benzyl chloride 
• 73747-26-9 2-benzyl-3-oxo-2-phenylbutanenitrile 
• 100-52-7 benzaldehyde 
• 2510-95-4 2,3-diphenylacrylonitrile 
• 140-29-4 phenylacetonitrile 
• 100-51-6 benzyl alcohol 
• 6114-57-4 (Z)-2,3-diphenylacrylonitrile 
• 100-39-0 benzyl bromide 
• 56042-76-3 2,3-diphenylpropionyl chloride 

Downstream Products

• 5415-80-5 2,3-diphenylpropan-1-amine 
• 94942-89-9 2,3-diphenylpropanoic acid 
• 3333-14-0 2,3-diphenylpropanenitrile 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 3536-29-6 2,3-diphenyl-1-propanol 

Relevant academic research and scientific papers

Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis

The development of new catalytic processes based on abundantly available starting materials by cheap metals is always a fascinating task and marks an important transition in the chemical industry. Herein, a nickel-catalyzed acceptorless dehydrogenative coupling of alcohols with nitriles followed by decyanation of nitriles to access diversely substituted olefins is reported. This unprecedented C=C bond-forming methodology takes place in a tandem manner with the formation of formamide as a sole byproduct. The significant advantages of this strategy are the low-cost nickel catalyst, good functional group compatibility (ether, thioether, halo, cyano, ester, amino, N/O/S heterocycles; 43 examples), synthetic convenience, and high reaction selectivity and efficiency.

Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise α-alkylated arylacetonitriles or acetamides

We achieved chemoselective synthesis of α-alkylated arylacetonitriles and acetamides by combining Ir complex-catalysed direct coupling of alcohols and nitriles by a simple adjustment of the base. Methanol and ethanol performed well as the alkylating reagents. This method of acetonitrile alkylation provided a novel approach for carbon chain extension.

Method for synthesizing aromatic acetamide

The preparation method comprises the following steps: dissolving a compound 1 and a compound 2 in an organic solvent, adding a catalyst, a ligand and an alkaline substance, reacting for 2-10 hours at the temperature of 80-160 DEG C in a protective atmosphere, and post-treating the obtained reaction liquid to obtain a compound 3. According to the method, aryl acetamide is synthesized by using alcohol and aryl acetonitrile in one step, so that not only is the use of a toxic alkylating reagent avoided, but also the amide synthesis step is reduced, and the cost is saved; and no by-product is generated in the reaction process, so that the atom utilization rate reaches 100%, and the development requirement of green chemistry is met.

Nickel-catalyzed hydrogen-borrowing strategy: Chemo-selective alkylation of nitriles with alcohols

The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcohols releasing water as the by-product (>33 examples, up to 90% yield) is reported.

Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations

A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides is presented. The process, that proceeds in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate, involves the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates, which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles, featuring diverse substitution patterns, the scope and limitations of the process have been established.

Method for synthesizing alpha-alkylarylacetamide

The invention discloses a method for synthesizing alpha-alkylarylacetamide. In a reaction vessel, aromatic acetonitrile, compound alcohol, a transition metal catalyst metal rhodium complex, alkali, a phosphine ligand and an organic solvent are added; the reaction mixture is subjected to a reaction under a temperature of 130 DEG C in a microwave reactor or under magnetic stirring; the mixture is cooled to room temperature, and is processed through column separation, such that a target compound is obtained. According to the invention, nitrile and alcohol are adopted as initial raw materials; under the participation of the transition metal catalyst, the phosphine ligand and alkali, alpha-alkylarylacetamide is directly synthesized. The reaction has three significant advantages: (1) commercialized or easy-to-prepare nitrile and almost nontoxic alcohol are adopted as initial raw materials; and (2) the reaction has high atomic economy. Therefore, the reaction meets the requirements of green chemistry, and has a good development prospect.

Direct coupling of arylacetonitriles and primary alcohols to α-alkylated arylacetamides with complete atom economy catalyzed by a rhodium complex-triphenylphosphine- potassium hydroxide system

A direct synthesis of α-alkylated arylacetamides from arylacetonitriles and primary alcohols has been accomplished for the first time. In the presence of the rhodium complex [Rh(cod)Cl]2/triphenylphosphine/potassium hydroxide system, the desired α-alkylated arylacetamides were obtained in 74-92% yield under microwave conditions. The experimental results in this paper are in sharp contrast with previous reports, where the coupling of arylacetonitriles and primary alcohols produced the α-alkylated arylacetonitriles. Mechanistic investigations show that arylacetonitriles are first α-alkylated with primary alcohols to produce α-alkylated arylacetonitriles, which are further hydrated with the water resulting from the α-alkylation step to produce α-alkylated arylacetamides. More importantly, this research shows the potential of developing completely atom-economical reactions that involve the hydrogen autotransfer (or hydrogen borrowing) process.

Selective hydrolysis of nitriles to amides using NaOH-PEG under microwave irradiation

We describe here an efficient, rapid and selective method for the conversion of nitriles in to their corresponding amides in the presence of PEG-400, aqueous sodium hydroxide system under microwave irradiation.

Alkylation and hydrolysis of phenylacetonitriles under microwave irradiation

Alkylation of phenylacetonitriles is performed by solid-liquid phase transfer catalysis in 1-3 minutes under microwave irradiation (one hour with a two-phase system). These nitriles can be quickly hydrolysed in a microwave oven to yield the corresponding amides or acids according to the reaction time.

OXIDATIVE COUPLING. III. THE DUCO REACTION

Acylsulfonamide dianions function as efficient synthetic intermediates and are especially suitable for Doubly Unsymmetrical Carbanion Oxidation