23543-31-9

Basic information

• Product Name: 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide
• Synonyms: 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide;2-Bromo-N-methyl-4'-nitroacetanilide
• CAS NO: 23543-31-9
• Molecular Formula: C₉H₉BrN₂O₃
• Molecular Weight: 273.08336
• Product Categories: Nintedanib
• Mol File: 23543-31-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 88-89 °C
• Boiling Point: 387.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.644±0.06 g/cm3(Predicted)
• PKA: -4.05±0.50(Predicted)
• CAS DataBase Reference: 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide(23543-31-9)
• EPA Substance Registry System: 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide(23543-31-9)

Safety Data

• Hazardous Substances Data: 23543-31-9(Hazardous Substances Data)

Usage

General Description

2-Bromo-N-methyl-N-(4-nitrophenyl)acetamide is a chemical compound that belongs to the class of amides. It is used in organic synthesis and pharmaceutical research as a building block for various biologically active molecules. 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide is a white crystalline solid with a molecular formula of C9H8BrN3O3 and a molecular weight of 281.08 g/mol. It is a potent inhibitor of the monoamine oxidase enzyme and has potential applications in the treatment of neurological disorders and depression. Additionally, it is also used as a reagent in the synthesis of complex organic compounds and as a precursor in the production of pharmaceutical drugs. Its chemical properties and structure make it a valuable compound for medicinal chemistry and drug discovery purposes.

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

• 422517-88-2 4-(N-piperidinomethylcarbonyl-N-methyl-amino)-nitrobenzene 
• 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 
• 20870-89-7 1-methyl-5-nitro-1,3-dihydro-indol-2-one 
• 1139453-99-8 2-imidazol-1-yl-N-methyl-N-(4-nitrophenyl)acetamide 
• 1139453-98-7 N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide 
• 102235-76-7 N-Methyl-4'-nitro-1,2-propadien-1-carboxanilid 
• 6760-41-4 1,4-dimethyl-6-nitroquinolin-2(1H)-one 

Relevant articles and documents

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).

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.

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