22396-72-1

Usage

Uses

Used in Organic Synthesis:
3-DIETHYLAMINO-1-PHENYLPROPYNE is used as a reagent in organic synthesis for its ability to contribute to the formation of complex molecular structures. Its unique chemical structure allows it to participate in a range of reactions, facilitating the creation of new pharmaceutical compounds and materials.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, 3-DIETHYLAMINO-1-PHENYLPROPYNE serves as a key component in research and development. Its incorporation into experimental drug formulations is driven by its potential to enhance the properties of these compounds, such as efficacy, stability, and bioavailability.
Used as a Catalyst in Chemical Reactions:
3-DIETHYLAMINO-1-PHENYLPROPYNE has been studied for its potential use as a catalyst, a substance that increases the rate of a chemical reaction without itself undergoing any permanent chemical change. Its application in this capacity could lead to more efficient and environmentally friendly processes in various chemical reactions.
Used in Chemical Industry:
Within the chemical industry, 3-DIETHYLAMINO-1-PHENYLPROPYNE may find use in the production of specialty chemicals, fine chemicals, or as an intermediate in the synthesis of other complex organic compounds. Its unique properties make it a valuable asset in the development of innovative products and processes.
Safety Considerations:
Given the nature of 3-DIETHYLAMINO-1-PHENYLPROPYNE as a chemical compound, it is crucial to handle it with care and adhere to established safety protocols. This ensures the protection of both individuals and the environment from potential hazards associated with its use.

InChI:InChI=1/C13H17N/c1-3-14(4-2)12-8-11-13-9-6-5-7-10-13/h5-7,9-10H,3-4,12H2,1-2H3/p+1

Upstream product

• 123-91-1 1,4-dioxane 
• 50-00-0 formaldehyd 
• 109-89-7 diethylamine 
• 536-74-3 phenylacetylene 
• 50339-65-6 diethyl(isobutoxymethyl)amine 
• 76123-47-2 N-(1H-1,2,3-benzotriazol-1-ylmethyl)-N,N-diethyl-amine 
• 13125-60-5 butoxymethyldiethylamine 
• 4079-68-9 N,N-diethyl-2-propynylamine 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 5888-29-9 diethyl(methoxymethyl)amine 
• 7352-03-6 N-(ethoxymethyl)diethylamine 
• 2996-92-1 phenyl trimethylsiloxane 
• 75-11-6 diiodomethane 

Downstream Products

• 717815-89-9 diethyl-(1,3-dichloro-1H-arsindol-2-ylmethyl)-amine 
• 27640-12-6 N,N-diethyl-benzenepropanamine 
• 111119-62-1 Diethyl-methyl-(3-phenyl-prop-2-ynyl)-ammonium; iodide 
• 2327-99-3 1-phenylpropadiene 
• 858847-39-9 (2-arsono-phenyl)-acetic acid 
• 1147845-95-1 (E)-[2-benzylidene-4-(tert-butyldimethylsilyl)-3-butynyl]diethylamine 
• 1147845-88-2 (E)-[5-(tert-butyldimethylsilyl)-3-phenyl-2-penten-4-ynyl]diethylamine 
• 23674-58-0 (E)-3-(diethylamino)-1-phenylprop-2-en-1-one 
• 1356542-05-6 (Z)-3-(diethylamino)-1-phenylprop-2-en-1-one 
• 1416470-23-9 2-(Diethylaminomethyl)-3-methyl-1-phenylnaphthalene 

Relevant academic research and scientific papers

Copper- and amine-free Sonogashira reaction of N,N-disubstituted propargylamine: Synthesis of substituted aryl propargylamine

A copper- and amine-free Sonogashira reaction of N,N -disubstituted propargylamine (DEP) is reported. The procedure was mild and tolerated a series of aryl bromides, affording the substituted aryl propargylic amines in good to excellent yield. Copyright T

Synthesis and Application of Silylene-Stabilized Low-Coordinate Ag(I)-Arene Cationic Complexes

We report the first examples of N-heterocyclic silylene-stabilized monocoordinate Ag(I) cationic complexes weakly bound to the free arene rings (C6H6, C6Me6, and C7H8). Further, the application of these electrophilic Ag(I) complexes as catalysts has been investigated toward A3-coupling reactions, which afforded a series of propargylamines in good to excellent yields with low catalyst loading under a solvent-free condition (19 examples).

Microwave-promoted, solvent-free, three-component coupling of aldehyde, alkyne, and amine catalyzed by AgNO3

An efficient three-component coupling reaction of alkyne, aldehyde, and amine was carried out in one pot smoothly under the catalysis of AgNO3 and microwave irradiation. The scope of reaction substrates was extended. Moreover, the reaction can be performe

Dinuclear silver-bis(N-heterocyclic carbene) complexes: Synthesis, catalytic activity in propargylamine formation and computational studies

Preparation of a series of 1,1′-dialkyl-3,3′-(2-methylenepropane-1,3-diyl)dibenzimidazolium salts (alkyl = ethyl, propyl, butyl) (2a-2c) and their dinuclear bis(N-heterocyclic carbene) silver complexes (3a-3c) is reported. The silver complexes were synthe

Synthesis, characterization and catalytic properties of cationic N-heterocyclic carbene silver complexes

Three new dibenzimidazolium salts bridged by 2-methylenepropane-1,3-diyl group were synthesized. Their dinuclear N-heterocyclic carbene Ag(I) complexes were prepared by the reactions of these salts with Ag2O. The structures of the synthesized compounds were defined by nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FT-IR), elemental analysis, and LC-MSMS (for complexes) techniques. Stability of the silver complexes was confirmed by 1H NMR spectroscopy. Catalytic activities of Ag(I) compounds were tested for three-component coupling reaction of some aldehydes, amines, and phenylacetylene.

Heterogeneous catalyst Cu@COF-Me-M as well as preparation method and application thereof

The invention particularly relates to a heterogeneous catalyst Cu@COF-Me-M as well as a preparation method and application thereof. An existing heterogeneous catalyst is low in diffusion speed and high in preparation difficulty. The invention provides a heterogeneous catalyst Cu@COF-Me-M, which is prepared by adding a compound shown in a formula I and triformyl phloroglucinol serving as raw materials into a mesitylene, dimethyl sulfoxide and acetic acid reaction system, heating, reacting, and cooling to room temperature to obtain a covalent organic framework COF-Me-M, and reacting with copper chloride to obtain the Cu@COF-Me-M. the heterogeneous catalyst can effectively catalyze a three-component coupling reaction. The heterogeneous catalyst is simpler in preparation process, low in dosage, high in catalytic efficiency and convenient to recover, and has important significance in industrial production.

Nano and Sub-nano Gold–Cobalt Particles as Effective Catalysts in the Synthesis of Propargylamines via AHA Coupling

Abstract: Titania supported Au–Co catalysts with nano- and sub-nanoparticles, were prepared with 1% Au and different contents of cobalt by one pot deposition precipitation with urea. Monometallic gold and cobalt catalysts were also prepared by the same me

Gram-Scale Synthesis of Cu(II)@COF via Solid-State Coordination Approach for Catalysis of Alkyne-Dihalomethane-Amine Coupling

A novel covalent organic framework material COF-DM, which contains chelating coordination environments, was synthesized at the gram level under mild conditions. In addition, its Cu(II)-loaded complex of Cu(II)@COF-DM was prepared by impregnating COF-DM in

MIL-101 supported highly active single-site metal catalysts for tricomponent coupling

Metal-organic frameworks with regular pore structures provide powerful platforms for the design of single-site metal catalysts for chemical transformation. In this paper, we develop a facile, stable and recyclable MOF-supported Cu(II) catalyst, MIL-101-SO3Cu. It shows extremely high activity for the A3 coupling of alkynes, aldehydes and amines. The turnover frequency can reach 6.8 × 105 h?1 under neat conditions, which is the highest so far reported for the reaction. The high activity is because the specific structure of the MIL-101-SO3 support enables a single-site dispersion and an unhindered open environment for the metal ion. MIL-101-SO3Cu also exhibits high activity for the one-pot cascade reactions combining A3 coupling and 5-endo-dig cyclization.

Copper-Catalyzed Tandem Sulfuration/Annulation of Propargylamines with Sulfur via C-N Bond Cleavage

Copper-catalyzed aerobic oxidative sulfuration and annulation of propargylamines with elemental sulfur is described. The tandem reaction involves C-N bond cleavage and the formation of multiple C-S bonds, affording 1,2-dithiole-3-thiones in good to excellent yields with good functional group tolerance.