51420-33-8

Usage

Uses

Used in Pharmaceutical Industry:
4-phenylpiperazine-1-carbaldehyde is used as an intermediate or building block for the synthesis of various pharmaceuticals, such as antipsychotics, antidepressants, and antihistamines, due to its valuable precursor properties in organic chemistry.
Used in Medicinal and Biochemical Research:
4-phenylpiperazine-1-carbaldehyde is used as a compound with potential applications in medicinal and biochemical research due to its pharmacophoric properties, which can contribute to the development of new drugs and therapies.

Upstream product

• 872-50-4 1-methyl-pyrrolidin-2-one 
• 92-54-6 4-phenyl-1-piperazine 
• 2687-91-4 1-ethyl-2-pyrrolidinone 
• 2556-73-2 1-methyl-2-azepanone 
• 107-31-3 Methyl formate 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 68-12-2 N,N-dimethyl-formamide 
• 62-53-3 aniline 
• 667-27-6 Ethyl bromodifluoroacetate 
• 298-12-4 Glyoxilic acid 
• 113388-44-6 (formyloxy)(acetoxy)phenylmethane 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 77287-34-4 formamide 

Downstream Products

• 613-39-8 1,4-diphenyl-piperazine 
• 3074-43-9 1-methyl-4-phenylpiperazine 

Relevant academic research and scientific papers

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

DMF·HCl as a versatile and straightforward N- and O-formylating agent

Inspired by the serendipitous isolation of N-formylpiperazines when we attempted the synthesis of a series of piperazines, we have developed a straightforward methodology for the N- and O- formylation of secondary cyclic amines, anilines and steroids, respectively. Such approach is based on the hitherto non-reported use of DMF·HCl complex, as a versatile and easily-available formylating system that can be stored without apparent loss of activity.

Highly Efficient and Selective N-Formylation of Amines with CO2 and H2 Catalyzed by Porous Organometallic Polymers

The valorization of carbon dioxide (CO2) to fine chemicals is one of the most promising approaches for CO2 capture and utilization. Herein we demonstrated a series of porous organometallic polymers could be employed as highly efficient and recyclable catalysts for this purpose. Synergetic effects of specific surface area, iridium content, and CO2 adsorption capability are crucial to achieve excellent selectivity and yields towards N-formylation of diverse amines with CO2 and H2 under mild reaction conditions even at 20 ppm catalyst loading. Density functional theory calculations revealed not only a redox-neutral catalytic pathway but also a new plausible mechanism with the incorporation of the key intermediate formic acid via a proton-relay process. Remarkably, a record turnover number (TON=1.58×106) was achieved in the synthesis of N,N-dimethylformamide (DMF), and the solid catalysts can be reused up to 12 runs, highlighting their practical potential in industry.

Mesoporous Sn(IV) Doping DFNS Supported BaMnO3 Nanoparticles for Formylation of Amines Using Carbon Dioxide

Abstract: In the present paper, Sn(IV) doping DFNS (SnD) supported nanoparticles of BaMnO3 (BaMnO3/SnD) and using as a catalyst for the N-formylation of amines by CO2 hydrogenation. In this catalyst, the SnD with the ratios of Si/Sn in the range of from 6 to 50 were obtained with method of direct hydrothermal synthesis (DHS) as well as the nanoparticles of BaMnO3 were on the surfaces of SnD in situ reduced. Scanning electron microscope (SEM), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), X-ray energy dispersive spectroscopy (EDS), and transmission electron microscopy (TEM) were utilized for characterizing the nanostructures BaMnO3/SnD. It is found that the nanostructures of BaMnO3/SnD can be a nominate due to its effective and novel catalytic behavior in N-formylation of amines through hydrogenation of CO2. Graphic Abstract: [Figure not available: see fulltext.]

Indolizines Enabling Rapid Uncaging of Alcohols and Carboxylic Acids by Red Light-Induced Photooxidation

The irradiation of red light-emitting-diode light (λ = 660 nm) to 3-acyl-2-methoxyindolizines in the presence of a catalytic amount of methylene blue triggered the photooxidation of the indolizine ring, resulting in a nearly quantitative release of alcohols or carboxylic acids within a few minutes. The method was applicable for photouncaging various functional molecules such as a carboxylic anticancer drug and a phenolic fluorescent dye from the corresponding indolizine conjugates, including an insulin-indolizine-dye conjugate.

Method for preparing formamide compound by catalyzing carbon dioxide hydrogenation with porous material

The invention belongs to the technical field of organic synthesis and heterogeneous catalysis, and particularly relates to a method for preparing a formamide compound by catalyzing carbon dioxide hydrogenation through a porous material. The method comprises the following steps: by taking a porous organic metal polymer as a catalyst, reacting an amine compound with carbon dioxide and hydrogen in anair atmosphere to prepare the formamide compound. The method has the advantages of high reaction efficiency, good selectivity, mild conditions, economy, environmental protection, simple operation andthe like; wherein a solid metal polymer material with large specific surface area, strong carbon dioxide adsorption, hierarchical pore channel distribution and highly dispersed metal centers is designed and synthesized as a reaction catalyst by changing a cross-linked copolymer proportion; the catalyst is especially used for catalytic synthesis of fine chemical N, N-dimethylformamide (DMF), doesnot need any additional solvent, alkali or other additives, and is convenient for separation and purification of DMF. The catalyst can be recycled; no special equipment is needed in the reaction, thereaction operation is simple, and further industrial application is facilitated.

An efficient method for the N-formylation of amines under catalyst- and additive-free conditions

A simple catalyst- and additive-free method for the N-formylation of amines has been developed. The advantages of this protocol include a wide range of functional group tolerance, high efficiency and a lack of required extra promoters under mild conditions. This convenient strategy will provide a facile synthesis towards N-formamide natural products and pharmaceutical derivatives. A mechanism that involves difluorocarbene is proposed for this reaction.

Mn(II)-Catalyzed N -Acylation of Amines

A practical protocol has been developed here for the Mn(II)-catalyzed N -acylation of amines with high yields using N, N -dimethylformamide and other amides as the carbonyl source. The protocol is simple, does not require any acid, base, ligand, or other additives, and encompasses a broad substrate scope for primary, secondary, and heterocyclic amines.

Catalyst-Free Transamidation of Aromatic Amines with Formamide Derivatives and Tertiary Amides with Aliphatic Amines

A simple catalyst- and promoter-free protocol has been developed for the transamidation of weakly nucleophilic aromatic amines with formamide derivatives and low-reactivity tertiary amides with aliphatic amines. This strategy is advantageous because no catalyst or promoters are needed, no additives are required, separation and purification is easy, and the reaction is scalable. Significantly, this strategy was further applied to synthesize several pharmaceutical molecules on a gram scale, and excellent yields were achieved.

Method for preparing formamide derivative by using catalyst-free transamination reaction

The invention discloses a method for synthesizing a formamide derivative by using a low-reactive catalyst-free and solvent-free tertiary amide and aliphatic amine transamination reaction, wherein thehigh-yield formamide derivative is obtained by directly using N,N-dimethylformamide (DMF) as a formyl source. According to the present invention, the method has advantages of inexpensive and easily available raw materials, inexpensive and easily available acylating reagent, high reaction yield, one-step reaction, low cost, high reaction selectivity, simple operation and the like, and can overcomethe defects of high toxicity of the reaction reagent, requirement of different types of catalysts, high cost, more reaction steps, more by-products and the like in the prior art.