23543-31-9

Usage

Uses

Used in Pharmaceutical Research:
2-Bromo-N-methyl-N-(4-nitrophenyl)acetamide is utilized as a building block in the synthesis of various biologically active molecules, contributing to the development of new pharmaceutical agents.
Used in Organic Synthesis:
2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide serves as a reagent in the synthesis of complex organic compounds, facilitating the creation of diverse chemical entities for various applications.
Used in Neurological Disorders and Depression Treatment:
2-Bromo-N-methyl-N-(4-nitrophenyl)acetamide is recognized for its potential applications in the treatment of neurological disorders and depression, owing to its ability to inhibit the monoamine oxidase enzyme, which plays a crucial role in the regulation of neurotransmitters.
Used as a Precursor in Drug Production:
In the pharmaceutical industry, 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide is also employed as a precursor in the production of drugs, underscoring its importance in the development of medicinal formulations.

Upstream product

• 598-21-0 2-Bromoacetyl bromide 
• 100-15-2 N-methyl(p-nitroaniline) 
• 22118-09-8 2-bromoacetyl chloride 
• 13094-51-4 bromoacetic anhydride 

Downstream Products

• 37102-95-7 N-(2-morpholin-4-yl-ethyl)-glycine N-methyl-4-nitro-anilide 
• 102235-94-9 triphenylphosphoniumbromid 
• 6760-41-4 1,4-dimethyl-6-nitroquinolin-2(1H)-one 
• 102235-76-7 N-Methyl-4'-nitro-1,2-propadien-1-carboxanilid 
• 422517-88-2 4-(N-piperidinomethylcarbonyl-N-methyl-amino)-nitrobenzene 
• 1139453-98-7 N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide 
• 1139453-99-8 2-imidazol-1-yl-N-methyl-N-(4-nitrophenyl)acetamide 
• 59852-31-2 4-chloro-benzylamine; hydrobromide 
• 59852-32-3 (4-methoxyphenyl)methanaminium bromide 
• 37488-40-7 benzylamine hydrobromide 
• 130191-64-9 p-methylbenzylamine hydrobromide 

Relevant academic research and scientific papers

Synthesis of Oxindole Derivatives via Intramolecular C–H Insertion of Diazoamides Using Ru(II)-Pheox Catalyst

This work presented the efficient intramolecular aromatic C–H insertion of diazoacetamide. The 1a–1o diazo compounds (except for 1k) were converted into their corresponding oxindoles via an intramolecular C–H insertion reaction in the presence of a Ru catalyst. The Ru-Pheox catalyst was shown to be highly efficient in this transformation in terms of the regioselectivity, producing the desired products in excellent yield (99%). The efficiency of the Ru catalyst reached 580 (TON) and 156 min?1 (TOF).

A copper(II)-mediated radical cross-dehydrogenative coupling/sulfinic acid elimination approach to 2-quinolones

A new cyclisation procedure to prepare 4-carboxy-quinolin-2-ones via a one-pot Cu(II)-mediated radical cross-dehydrogenative coupling/sulfinic acid elimination of linear anilides is described. Extensions to more complex substrates are also reported as are

Method for preparing Nintedanib,I intermediate through one-pot method

The invention relates to a method for preparing Nintedanib,I key intermediate N-(4-aminophenyl)-N-methyl-2-(4-methyl piperazine-1-group)acetamide through a one-pot method. The method comprises the steps that according to the technical scheme, N-methyl-4-nitroaniline is dissolved in an aqueous solution of an organic solvent and alkali, mixing is carried out, then chloroacetyl chloride or bromoacetyl bromide is dropwise added, and a first-stage reaction is carried out for 0.1-3 hours at the temperature of 0-70 DEG C; a water layer is removed, N-methyl piperazine is added, a second-stage reactionis carried out, and reacting is carried out for 2-10 hours at the temperature of 0-75 DEG C; then a reducing reagent is added, a third-stage reaction is carried out for 8-36 hours at the temperatureof 0-75 DEG C and the pressure of 15-100 psi. After the reaction is finished, filtering is carried out to remove the reducing reagent, the reaction liquid is condensed, a reverse phase solvent is added, crystallization is carried out, and the Nintedanib,I key intermediate N-(4-aminophenyl)-N-methyl-2-(4-methyl piperazine-1-group)acetamide (formula B) is obtained. According to the preparation method, the raw materials are easy to obtain, the process is simple, and the method is economical, environmentally friendly and suitable for industrial production.

A Direct C-H/Ar-H Coupling Approach to Oxindoles, Thio-oxindoles, 3,4-Dihydro-1 H-quinolin-2-ones, and 1,2,3,4-Tetrahydroquinolines

A copper(II)-catalysed approach to oxindoles, thio-oxindoles, 3,4-dihydro-1H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines via formal C-H, Ar-H coupling is described. In a new variant, copper(II) 2-ethylhexanoate has been identified as an inexpensive and efficient catalyst for this transformation, which utilises atmospheric oxygen as the re-oxidant. Copper(II) 2-ethylhexanoate: The synthesis of oxindoles, thio-oxindoles, 3,4-dihydro-1H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines from linear precursors by direct C-H, Ar-H coupling by using a single copper catalyst is reported (see scheme; DIPEA=diisopropylethylamine, EWG=electron-withdrawing group). The cyclisations are simple to perform, run open to the air, are moisture insensitive, and use an inexpensive catalyst.

Nucleophilic substitution reactions of N-methyl α-bromoacetanilides with benzylamines in dimethyl sulfoxide

Kinetic studies of the reactions of N-methyl-Y-a-bromoacetanilides with substituted X-benzylamines have been carried out in dimethyl sulfoxide at 25.0 °C. The Hammett plots for substituent X variations in the nucleophiles (log kN vs σX) are slightly bipha

Substituted indolines which inhibit receptor tyrosine kinases

Indolinones of the formula having an inhibitory effect on receptor tyrosine kinases and cyclin/CDK complexes, as well as on the proliferation of endothelial cells and various tumor cells. Exemplary are: (a) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-ethoxycarbonyl-2-indolinone, (b) 3-Z-[(1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-carbamoyl-2-indolinone, and (c) 3-Z-[1-(4-(piperidin-1-yl-methyl)-anilino)-1-phenyl-methylene]-6-metboxycarbonyl-2-indolinone.

Substituted indolinones, preparation thereof and their use as pharmaceutical compositions

Indolinones of general formula I which are inhibitors of cell proliferation, particularly of tumour cells, and inhibitors of protein kinases. The following compounds are exemplary: (Z)-3-{1-[4-(N-(2-aminoethyl)-N-methylsulphonyl-amino)-phenylamino]-1-phenyl-methylidene}-5-phenylsulphonylamino-2-indolinone, (Z)-3-{1 -[4-(N-(2-dimethylaminoethyl)-N-phenylsulphonyl-amino)-phenylamino]-1-phenyl-methylidene}-5-phenylsulphonylamino-2-indolinone, and (Z)-3-{1-[4-(4-methylpiperazinomethyl)-phenylamino]-1-phenyl-methylidene}-5-phenylsulphonylamino-2-indolinone.

"Shnelle Spaltung von Amidbindungen" oder reproduzierbare, konzentrations- und zeitabhaengige Aggregation anionischer und kationischer Tenside?

Keywords: Amidhydrolyse; Anionen-Kationen-Tensidaggregation; Enzymmimetica; Tenside

Cycloadditions, 7. Intramolecular Diels-Alder Reactions of Allenecarboxanilides; Variation of the Substituents in the p-Position of the Aniline Nucleus

The N-methyl-1,2-propadiene-1-carboxanilides 6a-h, differently substituted in the p-position, are synthesized by Wittig reaction of the carbamoylmethylenephosphoranes 5 with ketene.They isomerize by thermolysis in boiling xylene to give the tricycles 7a-h, the products of the intramolecular Diels-Alder reaction, and in some cases also to the quinolones 9, the products of a cyclization reaction.The order of the reaction and the influence of the substituents upon the rate of the intramolecular Diels -Alder reaction are determined by 1H-NMR spectroscopy.