573-26-2

Usage

Uses

Used in Pharmaceutical Industry:
N-methyl-N-(2-methylphenyl)acetamide is used as a pharmaceutical intermediate for the synthesis of various medicinal compounds. Its unique structure allows it to be a key component in the development of new drugs.
Used in Chemical Research:
In the field of chemical research, N-methyl-N-(2-methylphenyl)acetamide serves as a chemical intermediate, aiding in the synthesis of other organic compounds. Its versatility in reactions makes it valuable for advancing scientific knowledge and creating novel chemical entities.
Used in Organic Synthesis:
N-methyl-N-(2-methylphenyl)acetamide is utilized as a reagent in organic synthesis, contributing to the creation of a wide range of organic compounds. Its presence in these reactions can influence the outcome and yield of synthesized products.
It is important to handle N-methyl-N-(2-methylphenyl)acetamide with care, as it may pose risks to human health and the environment.

InChI:InChI=1/C10H13NO/c1-8-6-4-5-7-10(8)11(3)9(2)12/h4-7H,1-3H3

Upstream product

• 108-24-7 acetic anhydride 
• 611-21-2 N,2-dimethylaniline 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 71-43-2 benzene 
• 95-53-4 o-toluidine 
• 609-72-3 N,N-dimethyl-o-toluidine 
• 201230-82-2 carbon monoxide 
• 75-36-5 acetyl chloride 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 611-21-2 N,2-dimethylaniline 
• 15258-49-8 N-ethyl-N-methyl-2-methylaniline 
• 90490-46-3 4-bromo-N-bromoacetyl-N-methyl-2-tribromomethylaniline 
• 24106-05-6 4'-bromo-2'-methylacetanilide 

Relevant academic research and scientific papers

Z-Selective Fluoroalkenylation of (Hetero)Aromatic Systems by Iodonium Reagents in Palladium-Catalyzed Directed C?H Activation

The direct and catalytic incorporation of fluorine containing molecular motifs into organic compounds resulting high-value added chemicals represents a rapidly evolving part of synthetic methodologies, thus this area is in the focus of pharmaceutical and agrochemical research. Herein we report a stereoselective procedure for direct fluorovinylation of aromatic and heteroaromatic scaffolds. This methodology development has been realized by palladium-catalyzed ortho C?H activation reaction of aniline derivatives featuring the regioselectivity via directing groups such as secondary of tertiary amides, ureas or ketones. The application of non-symmetrical aryl(fluoroalkenyl)-iodonium salts as fluoroalkenylating agents allowed mild reaction conditions in general for this transformation. The scope and limitations have been thoroughly investigated and the feasibility has been demonstrated by more than 50 examples.

Method for preparing aryl amide compound by catalyzing carbonylation of aryl tertiary amine through metal-free catalytic system

The invention discloses a method for preparing aryl amide compounds by catalyzing aryl tertiary amine carbonylation through a metal-free catalytic system. The method is characterized in that in a reaction solvent, carbonyl molybdenum is used as a substitute carbonyl source, an organic base is used as a main catalyst, and methyl iodide is used as a catalyst promoter; and carbonylation of aryl tertiary amine is catalyzed under normal pressure to prepare the aryl amide compound. The reaction formula of synthesis is shown in the specification, wherein R is one of CH3, C2H5, pheyl, F, CL, Br or CN. According to the present invention, the organic base is adopted as the main catalyst, the iodomethane is adopted as the catalyst promoter, the carbonyl molybdenum is adopted as the substitute carbonyl source, and the aryl tertiary amine carbonylation can be efficiently catalyzed at the reaction temperature of 140 DEG C to prepare the aryl amide compound, so that the atom economy of the reaction is effectively improved, and a wide application prospect is provided; the molybdenum carbonyl is used as the substitute carbonyl source, so that the potential safety hazard of carbon monoxide is avoided; and the reaction can be carried out under normal pressure in the reaction process, and high-pressure reaction equipment is not needed.

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Carbonylation of C?N Bonds in Tertiary Amines Catalyzed by Low-Valent Iron Catalysts

The first iron catalysts able to promote the formal insertion of CO into the C?N bond of amines are reported. Using low-valent iron complexes, including K2[Fe(CO)4], amides are formed from aromatic and aliphatic amines, in the presence of an iodoalkane promoter. Inorganic Lewis acids, such as AlCl3 and Nd(OTf)3, have a positive influence on the catalytic activity of the iron salts, enabling the carbonylation at a low pressure of CO (6 to 8 bars).

The copper-catalyzed aerobic oxidative amidation of tertiary amines

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.

Synthesis and structure-affinity relationships of new 4-(6-iodo-H- imidazo[1,2-a]pyridin-2-yl)-N-dimethylbenzeneamine derivatives as ligands for human β-amyloid plaques

A new and extensive set of 4-(6-iodo-H-imidazo[1,2-a]pyridin-2-yl)-N- dimethylbenzeneamine (IMPY) derivatives was synthesized and assayed for affinity toward human Aβ plaques. 6-Ethylthio- (12h), 6-cyano-(12e), 6-nitro- (12f), and 6-p-methoxybenzylthio- (15d) analogues were discovered to have high affinity (KI I = 7.4 nM) whereas a methyl substituent did not (14c). The tolerance for nonhydrophilic thioether substituents in the 6-position opens up the possibility of developing new sensitive positron emission tomography radioligands for imaging human Aβ plaques in Alzheimer's disease, especially in view of the amenability of thioethers to be labeled with carbon-11 or fluorine-18 through S-alkylation reactions. The structure-activity relationships revealed in this study extends insight into the topography of the binding site for IMPY-like ligands in human Aβ plaques.

A new phase transfer catalyst (PTC) for N-alkylation reactions

Hexamethylene tetramine bromide HMTA+ Br- - a new phase transfer catalyst is reported for N-Alkylation reactions of industrially important anilides.

Organphosphorus Compounds. XVIII. Synthesisi of 2-Phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-Sulfide by Pyrolysis of (2-Aminobenzyl)phenyldithiophosphonic Acid

Reaction of 2-phthalimidobenzyl bromide (12b) with the dialkyl phenylphosphonites (13a-c) afforded the corresponding alkyl phosphinates (14a-c) which upon hydrazinolysis yielded the respective (2-aminobenzyl)phenylphosphinates (16a-c).Reduction of the phosphinates (16a) or (16b) with lithium aluminium hydride gave (2-aminobenzyl)phenylphosphine (15), characterized by its conversion into crystalline 2,3-diphenyl-1,2,3,4-tetrahydro-1,3-benzazaphosphorine (18). (2-Aminobenzyl)phenylphosphine (15) was heated with sulfur in benzene under reflux for 30 min to give 80percent of (2-aminobenzyl)phenyldithiophosphinic acid (20) which when heated between 100-200 deg in vacuum underwent elimination of hydrogen sulfide to yield 2-phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-sulfide (22a).Several other new phosphorus compounds are described.An attempt to prepare a 1H-1,2-benzazaphosphole derivative by photolysis of methyl benzylphosphonic azide (7) was unsuccessful.