31053-03-9

Usage

Uses

Used in Pharmaceutical Synthesis:
Piperidine, 1-(4-methylphenyl)-, is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic effects.
Used in Agrochemical Synthesis:
Piperidine, 1-(4-methylphenyl)also serves as a building block in the creation of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Materials Science:
The distinct chemical properties of Piperidine, 1-(4-methylphenyl)-, make it a valuable component in the field of materials science, where it can be used to develop new materials with specific properties for various applications.
Used in Biological Research:
Due to its biological activity, Piperidine, 1-(4-methylphenyl)-, has been studied for its potential pharmacological effects, offering insights into the development of new therapeutic agents and understanding of biological processes.

Upstream product

• 142-68-7 TETRAHYDROPYRANE 
• 106-49-0 p-toluidine 
• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 106-38-7 para-bromotoluene 
• 591-51-5 phenyllithium 
• 3185-99-7 Methyl p-tolyl sulfone 
• 17434-91-2 1-(4-methylphenyl)pyridinium chloride 
• 624-31-7 4-tolyl iodide 
• 3076-56-0 p-tolyllead triacetate 
• 111-30-8 Glutaraldehyde 
• 29540-83-8 p-tolyl triflate 
• 106-43-4 para-chlorotoluene 
• 352-32-9 p-fluorotoluene 

Downstream Products

• 860573-35-9 (5-bromo-pentyl)-p-tolyl-carbamonitrile 
• 1221276-44-3 C₂₀H₂₂N₂O₂ 
• 1221276-51-2 C₂₀H₂₁ClN₂O₂ 
• 1221276-53-4 C₂₁H₂₄N₂O₂ 
• 1221276-59-0 C₂₀H₂₂N₂O₃ 
• 1221276-52-3 C₂₀H₂₁ClN₂O₂ 
• 1260154-52-6 C₁₉H₁₉NO₂ 
• 1041766-84-0 1-(p-tolyl)piperidine-2-carbonitrile 

Relevant academic research and scientific papers

Substituent effects in the gas-phase pyrolysis of 4-(N/-arylamino)-1-butyl acetate and 5-(N/-arylamino)-1-pentyl acetate

A kinetic study of the gas-phase pyrolysis of 4- and 5-(N-arylamino)-1-butyl and -1-pentyl acetate was mace. Each ester was pyrolysed at five or six different temperatures and over a temperature range not less than 50 °C. These reactions were homogeneous and unimolecular. The reactivities of these compounds were compared with those of the parent compounds 4- and 5-(N-phenyl)-1-butyl and -1-pentyl acetate and with each other. The products of the decomposition reaction of these compounds suggest an anchimeric assistance of the amino substituen for a trans elimination, indicating that an ion-pair type of mechanism may be operating during the process of elimination. Copyright

Successful application of microstructured continuous reactor in the palladium catalysed aromatic amination

Micro reactor technology was successfully applied in the palladium catalysed C-N cross-coupling reaction between 4-bromotoluene and piperidine. Excellent conversions and selectivities were obtained without any by-product formation in continuous reactor.

Catalytic Amination of Phenols with Amines

Given the wide prevalence and ready availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. We demonstrate the generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines. Several examples of late-stage functionalization of structurally complex bioactive molecules, including pharmaceuticals, further illustrate the potential broad utility of the method.

Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction

The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

Palladium Complexes Based on Ylide-Functionalized Phosphines (YPhos): Broadly Applicable High-Performance Precatalysts for the Amination of Aryl Halides at Room Temperature

Palladium allyl, cinnamyl, and indenyl complexes with the ylide-substituted phosphines Cy3P+?C?(R)PCy2 (with R=Me (L1) or Ph (L2)) and Cy3P+?C?(Me)PtBu2 (L3) were prepared and applied as defined precatalysts in C?N coupling reactions. The complexes are highly active in the amination of 4-chlorotoluene with a series of different amines. Higher yields were observed with the precatalysts in comparison to the in situ generated catalysts. Changes in the ligand structures allowed for improved selectivities by shutting down β-hydride elimination or diarylation reactions. Particularly, the complexes based on L2 (joYPhos) revealed to be universal precatalysts for various amines and aryl halides. Full conversions to the desired products are reached mostly within 1 h reaction time at room temperature, thus making L2 to one of the most efficient ligands in C?N coupling reactions. The applicability of the catalysts was demonstrated for aryl chlorides, bromides and iodides together with primary and secondary aryl and alkyl amines, including gram-scale applications also with low catalyst loadings of down to 0.05 mol %. Kinetic studies further demonstrated the outstanding activity of the precatalysts with TOF over 10.000 h?1.

CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines

A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.

PHOSPHAZENYL PHOSPHINES, METAL COMPLEXES OF PHOSPHAZENYL PHOSPHINES AND THEIR MANUFACTURING AND USAGE

The invention comprises Metal complexes or semi-metal complexes of Phosphazenylphosphines, their manufacturing and their usage for catalyzing chemical reactions.

Metal-free late-stage C(sp2)-H functionalization of: N -aryl amines with various sodium salts

Metal-free consecutive C(sp2)-X (X = Cl, Br, S, N) bond formations of N-aryl amines (cyclic, fused, carbamate, and aminium radicals) were achieved under mild conditions using [bis(trifluoroacetoxy)iodo]benzene (PIFA) and simple nonharmful sodium salts. This direct and selective C(sp2)-H functionalization showed excellent functional group compatibility, cost effectiveness, and late-stage applicability for the synthesis of biologically active natural products. Two mechanisms were proposed to explain the ortho- or para-preference, as well as the accelerating effect of CH3NO2

Iron-Catalyzed Oxidative C?C Cross-Coupling Reaction of Tertiary Anilines with Hydroxyarenes by Using Air as Sole Oxidant

A mild procedure for the oxidative C?C cross-coupling of tertiary anilines with phenols is described which provides the products generally in high yields and with excellent selectivity. The reaction is catalyzed by the hexadecafluorinated iron–phthalocyanine complex FePcF16 in the presence of substoichiometric amounts of methanesulfonic acid and ambient air as sole oxidant.