7463-28-7

Usage

Uses

Used in Pharmaceutical Industry:
4'-dimethylaminoacetanilide is used as an intermediate in the synthesis of various pharmaceuticals for its analgesic and antipyretic properties, contributing to the development of medications aimed at relieving pain and reducing fever.
Used in Dye Industry:
In addition to its pharmaceutical applications, 4'-dimethylaminoacetanilide is also utilized as an intermediate in the production of dyes, highlighting its versatility in different chemical processes.
It is crucial to handle 4'-dimethylaminoacetanilide with care, adhering to proper safety measures to mitigate the risks of liver and kidney damage that may arise from high doses or long-term exposure.

Upstream product

• 108-24-7 acetic anhydride 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 64-19-7 acetic acid 
• 60-35-5 acetamide 
• 75-36-5 acetyl chloride 
• 50-00-0 formaldehyd 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 75-05-8 acetonitrile 
• 71-43-2 benzene 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 67-56-1 methanol 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 14040-11-0 tungsten hexacarbonyl 

Downstream Products

• 54480-44-3 N,N-dimethyl-N'-(4-methoxyphenyl)-1,4-phenylendiamine 
• 103323-68-8 acetic acid-(3-chloro-4-dimethylamino-anilide) 
• 29124-72-9 4-N,N-dimethylamino-2-nitroacetanilide 
• 5367-35-1 N⁴-Acetyl-N¹,N¹-dimethyl-2-nitro-p-phenylendiamin 
• 857621-26-2 acetic acid-[4-(methyl-nitroso-amino)-anilide] 
• 857623-53-1 acetic acid-(4-dimethylamino-2,5-dinitro-anilide) 
• 408329-01-1 acetic acid-(4-dimethylamino-3,5-dinitro-anilide) 
• 857621-25-1 acetic acid-[4-(methyl-nitroso-amino)-3,5-dinitro-anilide] 
• 18953-50-9 4-amino-N,N,N-trimethylbenzene ammonium iodide 
• 63468-66-6 4-acetylamino-tri-N-methyl-anilinium; iodide 
• 85020-97-9 N-(4-Dimethylamino-2-nitro-phenyl)-N-methyl-acetamide 
• 106738-57-2 2,6-dichloro-N¹,N¹-dimethylbenzene-1,4-diamine 
• 5910-19-0 N-methyl-2,6-dinitroaniline 
• 89677-23-6 N-methyl-2,6-dinitro-N-nitroso-aniline 

Relevant academic research and scientific papers

Increasing the Activity of Copper Guanidine Quinoline Catalysts: Substitution at the Quinoline Backbone Leads to Highly Active Complexes for ATRP

Copper bromide complexes with the ligands TMG6NO2qu, TMG6Brqu, TMG6Methoxyqu, TMG6NMe2qu, TMG6EHOqu and TMG6dBAqu were examined regarding their activity in atom transfer radical polymerization (ATRP). The ligands were inspired by 1,1,3,3-tetramethyl-2-(quinolin-8-yl)guanidine (TMGqu) and the substituents have been chosen with a large range between electron withdrawing and donating abilities. The donor properties of the ligands can be strongly influenced and further highly active catalysts based on these systems can be obtained. The ligands with strong donating moieties were in addition modified by alkyl groups to increase the solubility in apolar monomers like styrene. CuI and CuII bromide complexes were crystallised and the structural data correlated to the different substituents and the catalyst activity. The electrochemical potentials E1/2, the equilibrium constants KATRP and rate constants kact and kdeact were determined. Polymerizations of styrene were conducted in solution whereas the catalyst based on TMG6EHOqu shows a good solubility and performance in bulk.

A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds

Dimethyl carbonate (DMC), an environment-friendly compound prepared from CO2, shows diverse reactivities. In this communication, an efficient procedure using DMC as both a C1 building block and solvent in the aminocarbonylation reaction with nitro compounds has been developed. W(CO)6acts both a CO source and a reductant here.

A one pot protocol to convert nitro-arenes into: N-aryl amides

A two-step one pot, experimentally simple protocol, based on readily available and inexpensive reagents allowed the conversion of nitro-arenes directly to N-aryl amides. A metal-free reduction of the nitro group, mediated by trichlorosilane, followed by the addition of an anhydride afforded the corresponding N-aryl carboxyamide, that was isolated after a simple aqueous work up in good-excellent yields. When the methodology was applied to the reaction with γ-butyrolactone, the desired N-aryl butanamide derivative was obtained, featuring a chlorine atom at the γ-position, a functionalized handle that can be used for further synthetic manipulation of the reaction product. Such an intermediate has already been employed as a key advanced precursor of pharmaceutically active compounds.

An Electrochemical Beckmann Rearrangement: Traditional Reaction via Modern Radical Mechanism

Abstract: Electrosynthesis as a potential means of introducing heteroatoms into the carbon framework is rarely studied. Herein, the electrochemical Beckmann rearrangement, i. e. the direct electrolysis of ketoximes to amides, is presented for the first time. Using a constant current as the driving force, the reaction can be easily carried out under neutral conditions at room temperature. Based on a series of mechanistic studies, a novel radical Beckmann rearrangement mechanism is proposed. This electrochemical Beckmann rearrangement does not follow the trans-migration rule of the classical Beckmann rearrangement.

Visible-light-induced Beckmann rearrangement by organic photoredox catalysis

A facile and general strategy for efficient direct conversion of oximes to amides using an inexpensive organic photocatalyst and visible light is described. This radical Beckmann rearrangement can be performed under mild conditions. Various alkyl aryl ketoximes and diaryl ketoximes can be effectively converted into the corresponding amides in excellent yields.

COMPOSITION FOR PREVENTING OR TREATING HAIR LOSS INCLUDING BENZENE DIAMINE DERIVATIVE

Provided are a compound represented by the following Formula I, or a solvate, stereoisomer, or pharmaceutically acceptable salt thereof, and a composition for preventing or treating hair loss, the compound including the compound as an active ingredient:

Efficient and versatile catalytic systems for the n-methylation of primary amines with methanol catalyzed by n-heterocyclic carbene complexes of iridium

Efficient and versatile catalytic systems were developed for the N-methylation of both aliphatic and aromatic primary amines using methanol as the methylating agent. Iridium complexes bearing an Nheterocyclic carbene (NHC) ligand exhibited high catalytic performance for this type of transformation. For aliphatic amines, selective N,N-dimethylation was achieved at low temperatures (50-90 °C). For aromatic amines, selective N-monomethylation and selective N,N-dimethylation were accomplished by simply changing the reaction conditions (presence or absence of a base with an appropriate catalyst). These findings can be used to develop methods for synthesizing useful amine compounds having N-methyl or N,N-dimethyl moieties.

Direct synthesis of N-arylamides via the coupling of aryl diazonium tetrafluoroborates and nitriles under transition-metal-free conditions

The direct synthesis of N-arylamides via the coupling of aryl diazonium tetrafluoroborates and nitriles under transition-metal-free conditions has been developed. The reported protocol is practical and represents an efficient method to produce functionalized amides in moderate to good yields.

Selective Oxidative Coupling Reaction of Isocyanides Using Peroxide as Switchable Alkylating and Alkoxylating Reagent

A switchable oxidative coupling reaction of isocyanide and peroxide has been disclosed. In the presence of iron catalyst, the coupling reaction affords N-arylacetamides in good yields. By simply replacing the iron with copper catalyst, another different coupling reaction takes place in which peroxide can serve as alkoxylating source. This protocol represents a new fundamental coupling of two basic chemicals involving C?C and C?O bond-forming process. The unusual reactivity of an isocyano group in a radical reaction acting formally as an amidoyl synthon has also been well established. The experiment outcome reveals that aromatic isocyanides are particularly compatible reaction partners in present coupling reaction, whereas no desired products are observed when aliphatic isocyanides are used. (Figure presented.).

Ligand-directed selective protein modification based on local single-electron-transfer catalysis

A photocatalyst ([Ru(bpy)3]2+) bound to a protein ligand was essential for the title method. Local single-electron transfer from the catalyst resulted in the formation of tyrosyl radicals. N′-Acetyl-N,N- dimethyl-1,4-phenylenediamine was used as the tyrosyl radical trapping agent and used in a radical addition to afford selective modification of the target protein. Copyright