701-56-4

Usage

Uses

Used in Pharmaceutical Synthesis:
(4-METHOXY-PHENYL)-DIMETHYL-AMINE is utilized as a building block in the synthesis of pharmaceutical drugs. Its unique structure allows it to be a key component in the creation of various organic compounds, contributing to the development of new medications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (4-METHOXY-PHENYL)-DIMETHYL-AMINE is employed for its potential applications in drug discovery. Its chemical properties make it a valuable candidate for the exploration of new therapeutic agents and the enhancement of existing ones.
Used in Organic Chemistry Research:
(4-METHOXY-PHENYL)-DIMETHYL-AMINE is also used as a research compound in organic chemistry. Its reactivity and structural features are of interest to scientists who are investigating new reactions and mechanisms, potentially leading to advancements in synthetic methodologies and the discovery of novel chemical entities.

InChI:InChI=1/C9H13NO/c1-10(2)8-4-6-9(11-3)7-5-8/h4-7H,1-3H3

Upstream product

• 67-56-1 methanol 
• 17310-99-5 4-methoxy-N,N,N-trimethylbenzenaminium iodide 
• 150-75-4 N-methyl-p-aminophenol 
• 131-11-3 phthalic acid dimethyl ester 
• 512-56-1 trimethyl phosphite 
• 104-94-9 4-methoxy-aniline 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 865-33-8 potassium methanolate 
• 34418-89-8 4-methoxy-N,N-dimethylaniline N-oxide 
• 623-26-7 terephthalonitrile radical anion 

Downstream Products

• 57205-99-9 4-methoxy-N-methyl-2,6,N-trinitro-aniline 
• 103854-11-1 4-methoxy-N,N-dimethyl-3-nitro-aniline 
• 619-60-3 4-(N,N-dimethylamino)phenol 
• 90559-67-4 4-methoxy-N,N-dimethyl-2,6-dinitro-aniline 
• 857600-90-9 4-methoxy-N-methyl-2,6-dinitro-N-nitroso-aniline 
• 34418-89-8 4-methoxy-N,N-dimethylaniline N-oxide 
• 60049-83-4 4-Methoxy-2-nitro-N,N-dimethylbenzeneamine 
• 861525-58-8 4-methoxy-N,N-dimethyl-3,5-dinitro-aniline 
• 17310-99-5 4-methoxy-N,N,N-trimethylbenzenaminium iodide 
• 98526-35-3 (4aS,9aS)-6-Methoxy-9-methyl-2,3,4,4a,9,9a-hexahydro-pyrano[2,3-b]indole 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 5279-51-6 4-methoxy-N-methylformanilide 
• 149399-58-6 2-[(4-methoxyphenyl)(methyl)amino]acetonitrile 
• 35813-38-8 N-(4-methoxyphenyl)-N-methylacetamide 

Relevant academic research and scientific papers

Perchlorate Esters. 4. Kinetics and Mechanism of the Reactions of Alkyl Perchlorates with N,N-Dimethylanilines in Benzene

The reactions in benzene of methyl, ethyl, and isopropyl perchlorates with N,N-dimethylanilines, to yield precipitates of the quaternary anilinium perchlorate, proceed with second-order kinetics and exhibit a large negative entropy of activation.At 25.0 d

N,N-DIMETHYL-p-ANISIDINUM CATION. ESR EVIDENCE FOR INTERMOLECULAR SPIN-LONE PAIR INTERACTION

ESR characterisation of N,N-dimethyl-p-anisidinum dimer radical cation is reported.

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.

Fe(III)-catalyzed Oxidative Povarov Reaction with Molecular Oxygen Oxidant

The synthesis of tetrahydroquinoline derivatives from dimethyl anilines and enamides has been developed by Fe(III)-phenanthroline complex under aerobic condition. The oxidation of tertiary anilines involving a single electron transfer of Fe(phen)3(PF6)3 afforded the iminium ion intermediate, which reacted with electron-rich alkenes to build a six-membered N-heterocycles containing quaternary carbon center via the oxidative Povarov reaction process.

Photocatalytic carbocarboxylation of styrenes with CO2for the synthesis of γ-aminobutyric esters

Metal-free photoredox-catalyzed carbocarboxylation of various styrenes with carbon dioxide (CO2) and amines to obtain γ-aminobutyric ester derivatives has been developed (up to 91% yield, 36 examples). The radical anion of (2,3,4,6)-3-benzyl-2,4,5,6-tetra(9H-carbazol-9-yl)benzonitrile (4CzBnBN) possessing a high reduction potential (?1.72 Vvs.saturated calomel electrode (SCE)) easily reduces both electron-donating and electron-withdrawing group-substituted styrenes.

Photochemical Reaction of N,N-Dimethylanilines with N-Substituted Maleimides Utilizing Benzaldehyde as the Photoinitiator

Photoorganocatalysis constitutes a powerful domain of photochemistry and organic synthesis. The scaffold of pyrrolo[3,4-c]quinolinoles exhibits interesting and potent inhibition against various enzymes, making them really promising pharmaceutical targets. Herein, we describe a photochemical methodology for the reaction of N,N-dimethylanilines with N-substituted maleimides, utilizing benzaldehyde as the photoinitiator. A variety of substituted N,N-dimethylanilines and N-substituted maleimides were converted into the corresponding adducts in moderate to high yields.

Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation

Lignocellulosic biomass is one of the most abundant renewable sources in nature. Herein, we have developed the utilization of renewable formic acid from lignocellulosic biomass as a hydrogen source and a carbon source for the selective hydrogenation and further N-methylation of various quinolines and the derivatives, various indoles under mild conditions in high efficiencies. N-methylation of various anilines is also developed. Mechanistic studies indicate that the hydrogenation occurs via a transfer hydrogenation pathway.

Additive-freeN-methylation of amines with methanol over supported iridium catalyst

An efficient and versatile zinc oxide-supported iridium (Ir/ZnO) catalyst was developed to catalyze the additive-freeN-methylation of amines with methanol. Mechanistic studies suggested that the high catalytic reactivity is rooted in the small sizes (1.4 nm) of Ir nanoparticles and the high ratio (93%) of oxidized iridium species (IrOx, Ir3+and Ir4+) on the catalyst. Moreover, the delicate cooperation between the IrOxand ZnO support also promoted its high reactivity. The selectivity of this catalyticN-methylation was controllable between dimethylation and monomethylation by carefully tuning the catalyst loading and reaction solvent. Specifically, neat methanol with high catalyst loading (2 mol% Ir) favored the formation ofN,N-dimethylated amine, while the mesitylene/methanol mixture with low catalyst loading (0.5 mol% Ir) was prone to producing mono-N-methylated amines. An environmentally benign continuous flow system with a recycled mode was also developed for the efficient production ofN-methylated amines. With optimal flow rates and amine concentrations, a variety ofN-methylamines were produced with good to excellent yields in this Ir/ZnO-based flow system, providing a starting point for the clean and efficient production ofN-methylamines with this cost-effective chemical process.