7745-91-7

Usage

Uses

Used in Chemical Synthesis:
3-Bromo-4-methylaniline is used as a key intermediate in the synthesis of 1,7-dihalo Tr?ger's base isomers. These isomers are important compounds in the field of organic chemistry, as they can be further modified to produce a wide range of chemical products.
Used in Research and Development:
3-Bromo-4-methylaniline is also utilized in research and development for investigating the reactions of distonic 4-(N,N,N-trimethylammonium)-2-methylphenyl and 5-(N,N,N-trimethylammonium)-2-methylphenyl radical cations with O2. This is typically done using ion-trap mass spectrometry, a technique that allows for the study of these reactions at a molecular level, providing valuable insights into the underlying chemical processes.

InChI:InChI=1/C7H8BrN/c1-5-2-3-6(9)4-7(5)8/h2-4H,9H2,1H3

Upstream product

• 7745-93-9 2-bromo-4-nitrotoluene 
• 106-49-0 p-toluidine 
• 7664-93-9 sulfuric acid 
• 7726-95-6 bromine 
• 7647-01-0 hydrogenchloride 
• 76274-13-0 bis-(3-bromo-4-methyl-phenyl)-diazene 
• 827-32-7 4-bromo-5-methyl-2-nitrophenylamine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 99-55-8 2-methyl-5-nitroaniline 

Downstream Products

• 99980-66-2 3-bromo-N,N-bis-(2-hydroxy-ethyl)-4-methyl-aniline 
• 53104-16-8 3-bromo-N,N,4-trimethylaniline 
• 81090-32-6 N-ethyl-2-bromo-4-methyl-aniline 
• 597545-14-7 3-bromo-4-methyl-phenyl isothiocyanate 
• 31543-75-6 2,4-dibromotoluene 
• 60710-39-6 3-bromo-p-cresol 
• 42872-74-2 3-bromo-4-methyl-benzonitrile 
• 40371-61-7 N-(3-bromo-4-methyl-phenyl)acetamide 
• 3896-05-7 1-(3-bromo-4-methyl-phenyl)-piperazine 
• 65513-45-3 5-bromo-6-methylquinoline 
• 23747-85-5 1-(3-Bromo-4-methyl-phenyl)-3-(4-trifluoromethyl-phenyl)-urea 
• 74634-25-6 1-(3-Bromo-4-methylanilino)anthraquinone 
• 74634-23-4 1,4-di(3-bromo-4-methylanilino)anthraquinone 
• 74975-39-6 1-(3-Bromo-4-methylanilino)-8-chloroanthraquinone 

Relevant academic research and scientific papers

Preparation method of 2 -bromo -4-chlorobenzaldehyde

The invention relates to a preparation method of 2 -bromo -4-chlorobenzaldehyde and belongs to the field of medicinal chemistry. The preparation method can obtain 2 -bromo -4-chlorobenzaldehyde by taking nitrotoluene as a starting material through substitution, reduction, substitution, substitution, substitution, hydrolysis and elimination reaction. Compared with the prior art, the method shortens the reaction time, the reaction temperature is higher 120 °C or higher, the reaction conditions are mild, the yield of the obtained product is about 70% and more than 90%. The reaction temperature is reduced, high-boiling-point solvent is not needed to participate in the reaction, the post-treatment is simple, and the method is more suitable for industrial production with strict safety and environmental protection.

Synergistic effects in Fe nanoparticles doped with ppm levels of (Pd + Ni). A new catalyst for sustainable nitro group reductions

A remarkable synergistic effect has been uncovered between ppm levels of Pd and Ni embedded within iron nanoparticles that leads to mild and selective catalytic reductions of nitro-containing aromatics and heteroaromatics in water at room temperature. NaBH4 serves as the source of inexpensive hydride. Broad substrate scope is documented, along with several other features including: low catalyst loading, low residual metal in the products, and recycling of the catalyst and reaction medium, highlight the green nature of this new technology.

Iridium-catalyzed transfer hydrogenation of nitroarenes to anilines

A simple and general homogeneous catalyst system composed of commercially available [Ir(cod)Cl]2 and 1,10-phenanthroline has been developed for the selective transfer hydrogenation of nitroarenes to anilines. It utilized the readily accessible 2-propanol as a hydrogen donor and had wide substrate scope. A careful mechanistic investigation through real-time detection and a series of controlled experiments with possible intermediates was also carried out, which showed that the transformation proceeds via both phenylhydroxylamine and azobenzene intermediates and the reduction of hydrazobenzene leading to aniline might be the rate-determining step.

Chemoselective reductions of nitroaromatics in water at room temperature

A robust and green protocol for the reduction of functionalized nitroarenes to the corresponding primary amines has been developed. It relies on inexpensive zinc dust in water containing nanomicelles derived from the commercially available designer surfactant TPGS-750-M. This mild process takes place at room temperature and tolerates a wide range of functionalities. Highly selective reductions can also be achieved in the presence of common protecting groups.

Structure elucidation and enantioselective total synthesis of the HMG-CoA reductase inhibitors FR901512 and FR901516

The enantioselective total synthesis of the potent HMGCoA reductase inhibitors FR901512 (1) and FR901516 (2) is reviewed. FR901512 was prepared in 15 steps from commercially available compound via 2 in 16.3% overall yield (89% average yield). This study validated the applicability and reliability of the catalytic asymmetric Nozaki-Hiyama reactions that were developed by us. These reactions enabled the concise, efficient, and protecting-group-free enantioselective total syntheses of these new statins.

Electronic effects of ring substituents on triplet benzylic biradicals

UV irradiation of α-(o-alkylphenyl)acetophenones with a methoxy or cyano substituent para to the o-alkyl group of the α-aryl ring has revealed that a methoxy group slightly increases the stereoselectivity but not the quantum yield of indanol formation, whereas a cyano group greatly lowers both diastereoselectivity and quantum efficiency, confirming the likelihood that hydrogen-bonding of the hydroxy group to the α-phenyl ring plays an important role in the cyclization of the photogenerated triplet 1,5-biradical intermediates.

Triaromatic vitamin D analogues

The invention relates, as novel and useful industrial products, to triaromatic compounds, which are vitamin D analogues, of general formula (I): and also to a method for preparing them and to their use in pharmaceutical compositions intended for use in human or veterinary medicine, or alternatively in cosmetic compositions.

N-substituted heterocycles for the treatment of hypercholesteremia, dyslipidemia and other metabolic disorders; cancer, and other diseases

The present invention relates to certain compounds of Formula (I) which can be useful in the treatment of diseases, such as, cancer, metabolic disorders, Type 2 Diabetes, dyslipidemia and/or hyperchloesterolemia:

Oxime derivatives for the treatment of dyslipidemia and hypercholesteremia

The present invention relates to compounds of Formula (I) which may be useful in the treatment of diseases, such as, metabolic disorders, dyslipidemia and/or hyperchloesterolemia: 1