10479-30-8

Usage

Uses

Used in Organic Synthesis:
N,N-bis(phenylmethyl)acetamide is used as a reagent for the formation of amide bonds and as a coupling agent in peptide synthesis, facilitating the creation of complex organic molecules.
Used in Pharmaceutical Preparations:
N,N-bis(phenylmethyl)acetamide is used as a chemical intermediate in the production of various pharmaceutical products, contributing to the development of new medications.
Used as a Corrosion Inhibitor:
N,N-bis(phenylmethyl)acetamide is used to protect materials from corrosion, extending their lifespan and improving their performance in various industrial applications.
Used as a Plasticizer:
N,N-bis(phenylmethyl)acetamide is used to increase the flexibility and workability of plastics, making them more suitable for specific uses.
Used in Pharmaceutical Applications:
N,N-bis(phenylmethyl)acetamide has been studied for its potential as an analgesic and anti-inflammatory agent, offering possible benefits in the treatment of pain and inflammation.
It is important to handle and use N,N-bis(phenylmethyl)acetamide with caution, as it may cause skin and eye irritation and should be stored and disposed of according to proper safety protocols.

InChI:InChI=1/C16H17NO/c1-14(18)17(12-15-8-4-2-5-9-15)13-16-10-6-3-7-11-16/h2-11H,12-13H2,1H3

Upstream product

• 64-19-7 acetic acid 
• 103-49-1 dibenzylamine 
• 75-36-5 acetyl chloride 
• 60-35-5 acetamide 
• 100-44-7 benzyl chloride 
• 124-38-9 carbon dioxide 
• 2567-51-3 2-chloro-N,N-bis(phenylmethyl)acetamide 
• 74-88-4 methyl iodide 
• 337913-86-7 2-dibenzyalamino-1-phenyl-1-propanol 
• 60448-81-9 (+/-)-N,N-dibenzyl-2-aminopropan-1-ol 
• 100-39-0 benzyl bromide 
• 108-22-5 Isopropenyl acetate 
• 108-05-4 vinyl acetate 
• 186581-53-3 diazomethane 

Downstream Products

• 144945-08-4 Acetic acid (3aR,4R,6R,6aR)-6-{4-cyano-5-[1-dibenzylamino-eth-(E)-ylideneamino]-imidazol-1-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 
• 309759-16-8 N,N-dibenzyl-2-(trimethylsilyl)acetamide 
• 309759-15-7 N,N-dibenzyl(triphenylsilyl)acetamide 
• 10479-25-1 N,N-dibenzylethanamine 
• 103-49-1 dibenzylamine 
• 156051-83-1 (R)-6-cyano-5-hydroxy-3-oxo-N,N-bis(phenylmethyl)hexanamide 
• 117041-11-9 pentacarbonyl[(N,N-dibenzylamino)methylcarbene]chromium⁽⁰⁾ 
• 1228469-04-2 N,N-dibenzyl-3-methylpentan-3-amine 
• 1228469-06-4 N,N-dibenzyl-3-methylheptan-3-amine 
• 1228469-07-5 N,N-dibenzyl-2-methyl-1-phenylhexan-2-amine 
• 1228469-05-3 N,N-dibenzyl-2-methyl-1,3-diphenylpropan-2-amine 
• 1190879-90-3 N,N-dibenzyl-1-cyclohexylethanamine 
• 29823-49-2 N,N-dibenzylethanethioamide 

Relevant academic research and scientific papers

Isopropenyl acetate, a remarkable, cheap and acylating agent of amines under solvent- and catalyst-free conditions: A systematic investigation

Isopropenyl acetate was proved to be an efficient reagent for acetylation of amine in the absence of solvent and catalyst. The corresponding acetamides were obtained in very high yields without any purification.

HOMOGENEOUS TRANSITION-METAL CATALYSIS. CLEAVAGE OF THE C-N BOND OF TERTIARY AMINES BY ACID ANHYDRIDES IN THE PRESENCE OF TRANSITION METAL IONS

In the presence of transition metal chlorides, acid anhydrides are highly active in promoting the dealkylation of tertiary amines, and good yields of N,N-dialkylamides are obtained.

An atom efficient and solvent-free synthesis of structurally diverse amides using microwaves

An array of structurally diverse amides was synthesized efficiently by combining (primary and secondary) amines and carboxylic acids in one-pot under solvent-free microwave (MW) conditions. In most cases, no racemization was observed with optically active inputs and chiral amides were obtained in high ee or de.

A novel and efficient oxidation of 1,2-amino alcohols to dialkylamides

The oxidation of 1,2-amino alcohols and α-amino ketones can be efficiently performed using potassium hydroxide in the presence of air. This novel procedure affords carboxylic derivatives in excellent yields and high purity.

Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex

A terminal [Ni-OH] complex1, supported by triflamide-functionalized NHC ligands, catalyzes the hydrosilylative reduction of a range of primary amides into primary amines in good to excellent yields under base-free conditions with key functional group tolerance. Catalyst1is also effective for the reduction of a variety of tertiary and secondary amides. In contrast to literature reports, the reactivity of1towards amide reduction follows an inverse trend,i.e., 1° amide > 3° amide > 2° amide. The reaction does not follow a usual dehydration pathway.

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Adamantylation of N-aryl and N-arylalkyl acetamides in trifluoroacetic acid

Alkylation of N-aryl and N-arylalkyl acetamides with hydroxy adamantane derivatives in trifluoroacetic acid was studied. The differentiating effect of trifluoroacetic acid on the regio-selectivity of adamantylation of o-alkyl-substituted acetanilides was established, leading to energetically more stable products of para-substitution with respect to the alkyl group (the content of para-alkyl isomers is 93–94percent). This enabled the synthesis of adamantylaminoarenes in 83–99percent yields and with 95–99percent purity.

Fe3O4@PEG core/shell nanoparticles as magnetic nanocatalyst for acetylation of amines and alcohols using ultrasound irradiations under solvent-free conditions

Abstract: Ultrasound irradiation was used to prepare one-pot Fe3O4@PEG core/shell nanostructure for the first time. The morphology, structure, and physicochemical properties were specified by different analytical techniques including field emission scanning electron microscopy, Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, transmission electron microscopy, X-ray powder diffraction, and vibrating sample magnetometer. For acetylation of phenols, alcohols, and amines, the synthesized Fe3O4@PEG core/shell nanoparticles were used as an efficient heterogeneous and green catalyst with acetic anhydride under sonication applying mild reaction conditions. Different electron-withdrawing and electron-donating substrates indicate a prominent yield of desired products with the merit of reusability of Fe3O4@PEG nanocatalyst and magnetic separation. Graphical Abstract: [Figure not available: see fulltext.].

Preparation of Polydopamine Sulfamic Acid-Functionalized Silica Gel as Heterogeneous and Recyclable Nanocatalyst for Acetylation of Alcohols and Amines Under Solvent-Free Conditions

To fabricate SiO2/PDA–SO3H nanocatalyst, a suitable method is designed for the loading of sulfonic acid groups on the surface of polydopamine (PDA)-encapsulated SiO2 nanoparticles. To bridge the gap between heterogeneous and homogeneous catalysis, surface functionalization of silica gel is an elegant procedure. The morphology, structure, and physicochemical features were specified using different analytical techniques including field emission scanning electron microscopy (FESEM), Fourier transformed infrared spectroscopy (FT-IR), high resolution-transmission electron microscopy (HR-TEM), energy dispersive X-ray spectroscopy (EDS), wavelength-dispersive X-ray spectroscopy (WDX), X-ray photoelectron spectroscopy (XPS), and back titration. The SiO2/PDA–SO3H nanoparticles are efficient nanocatalysts for the acetylation of many alcohols, phenols, and amines with acetic anhydride under solvent-free conditions in good to excellent yields. Moreover, the reuse and recovery of the catalyst was shown seven times without detectible loss in activity. Graphical Abstract: [Figure not available: see fulltext.]

Metal-free amidation of carboxylic acids with tertiary amines

A direct amidation of carboxylic acids with tertiary amines could be carried out in the presence of the Ph3P-I2 activator. With an appropriate reagent addition sequence, a range of carboxylic acids including aliphatic, allylic, and aromatic acids could be converted into their corresponding tertiary amides under mild conditions without requirement of metal catalysis.