23784-57-8

Usage

Uses

Used in Polymer and Plastics Production:
(2E)-N,N-dibutyl-3-phenylprop-2-enamide is utilized as a monomer or intermediate in the production of various polymers and plastics. Its unique structure allows it to be a key component in the synthesis of materials with specific properties required for different applications.
Used in Pharmaceutical Synthesis:
(2E)-N,N-dibutyl-3-phenylprop-2-enamide also serves as an intermediate in the synthesis of pharmaceuticals. Its chemical properties make it a valuable building block for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In addition to pharmaceuticals, (2E)-N,N-dibutyl-3-phenylprop-2-enamide is used as an intermediate in the synthesis of agrochemicals. Its role in this industry is crucial for the development of effective products for agricultural use.
Used in Drug Development for Anti-inflammatory and Analgesic Properties:
Due to its anti-inflammatory and analgesic properties, (2E)-N,N-dibutyl-3-phenylprop-2-enamide is a potential candidate for drug development. Researchers are interested in exploring its potential as a therapeutic agent for the treatment of various conditions that involve inflammation and pain.

Upstream product

• 100-52-7 benzaldehyde 
• 80413-41-8 oxide of diphenylphosphite 
• 100-42-5 styrene 
• 102-82-9 tributyl-amine 
• 201230-82-2 carbon monoxide 
• 1634-02-2 tetrabutylthiuram Disulfide 
• 140-10-3 (E)-3-phenylacrylic acid 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 78074-90-5 N,N-Dibutyl-2-(triphenyl-λ⁵-phosphanylidene)-acetamide 
• 111-92-2 dibutylamine 
• 102-92-1 cinnamoyl chloride 
• 2567-59-1 N,N-di-n-butyl-2-chloroacetamide 

Relevant academic research and scientific papers

Synthesis of Cinnamides via Amidation Reaction of Cinnamic Acids with Tetraalkylthiuram Disulfides Under Simple Condition

A facile and efficient methodology for the synthesis of cinnamides has been achieved under metal- and additive-free conditions. This method allows the efficient C–N cross-coupling of diverse cinnamic acids with tetraalkylthiuram disulfides through a simply mixing operation in 1,2-dichloroethane at 100 °C. The protocol provides a direct approach to cinnamides and is featured with readily available starting materials and broad substrate scope, which shows its practical synthetic value in organic synthesis.

Fragmentation pattern of amides by EI and HRESI: Study of protonation sites using DFT-3LYP data

Amides are important natural products which occur in a few plant families. Piplartine and piperine, major amides in Piper tuberculatum and P. nigrum, respectively, have shown a typical N-CO cleavage when analyzed by EI-MS or HRESI-MS. In this study several synthetic analogs of piplartine and piperine were subjected to both types of mass spectrometric analysis in order to identify structural features influencing fragmentation. Most of the amides showed an intense signal of the protonated molecule [M + H]+ when subjected to both HRESI-MS and EI-MS conditions, with a common outcome being the cleavage of the amide bond (N-CO). This results in the loss of the neutral amine or lactam and the formation of aryl acylium cations. The mechanism of N-CO bond cleavage persists in α,β-unsaturated amides because of the stability caused by extended conjugation. Computational methods determined that the protonation of the piperamides and their derivatives takes place preferentially at the amide nitrogen supporting the dominant the N-CO bond cleavage.

(E)-α,β-unsaturated amides from tertiary amines, olefins and CO via Pd/Cu-catalyzed aerobic oxidative N-dealkylation

A novel Pd/Cu-catalyzed chemoselective aerobic oxidative N-dealkylation/carbonylation reaction has been developed. Tertiary amines are utilized as a "reservoir" of "active" secondary amines in this transformation, which inhibits the formation of undesired by-products and the deactivation of the catalysts. This protocol allows for an efficient and straightforward construction of synthetically useful and bioactive (E)-α,β-unsaturated amide derivatives from easily available tertiary amines, olefins and CO. This journal is

Stereoselective olefination of N-sulfonyl imines with stabilized phosphonium ylides for the synthesis of electron-deficient alkenes

An unprecedented protocol has been developed for thestereoselective synthesis of structurally diverse electron-deficient alkenes in moderate to excellent yields from readily accessible N-sulfonyl imines and stabilized phosphonium ylides. Significantly, the olefination reaction of N-sulfonylimines with nitrile-stabilized phosphonium ylides affords an array of α,β-unsaturated nitriles with high Z selectivity, and the reactions with ester-, amide-, and ketone-stabilized phosphonium ylides afford α,β-unsaturated esters, amides, and ketones with high E selectivity, respectively. Spectroscopic analysis of the reaction mixtures and trapping of the intermediates allow plausible mechanisms to be proposed. Initialimine/ylide addition leads to the formation of betaines that cyclize to form 1,2-azaphosphetanes that subsequently eliminate iminophosphoranes to yield alkenes. For the synthesis of electron-deficient 1,2-disubstituted alkenes, the presence of an electron-withdrawing group in the betaine allows rapid interconversion between its two diastereomers through proton transfer. The Z/E selectivity for alkene synthesis is determined by the different rates at which the two betaine diastereomers form the corresponding 1,2-azaphosphetane diastereomers. In contrast, the Z/E selectivity for the synthesis of electron-deficient trisubstituted alkenes originates from the diastereoselective addition of stabilized phosphonium ylides to N-sulfonyl imines.