53848-17-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-6-methylaniline is used as a reactant for the synthesis of alkyl substituted bromoindazole building blocks by Pd-catalyzed Suzuki coupling reaction with various vinyl boronic acids. This application is crucial for the development of new pharmaceutical compounds with potential therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, 2-bromo-6-methylaniline is used as a reactant to produce difluoropyridoindole via Pd-catalyzed intramolecular Heck reaction with difluoropiperidinone. This reaction allows for the creation of complex organic molecules with potential applications in various industries.
Used in Chemical Research:
2-Bromo-6-methylaniline is also utilized in chemical research as a reactant in one-pot Cu-catalyzed domino C-N cross-coupling reactions with iodobenzene and thiourea. This process contributes to the advancement of chemical knowledge and the development of new synthetic methods for creating novel compounds.

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

Upstream product

• 52414-97-8 1-bromo-3-methyl-2-nitro-benzene 
• 7647-01-0 hydrogenchloride 
• 958990-53-9 6-amino-5-bromo-toluene-3-sulfonic acid 
• 7732-18-5 water 
• 95-53-4 o-toluidine 
• 601-87-6 3-methyl-2-nitroaniline 
• 98-33-9 2-aminotoluene-5-sulfonic acid 
• 88-72-2 1-methyl-2-nitrobenzene 

Downstream Products

• 99548-43-3 2-chloro-N-(2-bromo-6-methylphenyl)acetamide 
• 894810-85-6 N-p-toluenesulfonyl-2-bromo-6-methylaniline 
• 116436-11-4 N-(2-bromo-6-methylphenyl)acetamide 
• 1451051-76-5 C₉H₁₀BrNO₂ 
• 210536-43-9 6-methyl-2-vinylaniline 
• 701910-15-8 7-(2,4-dichloro-phenyl)-2-methyl-2H-indazole 
• 701910-21-6 7-(2,4-dichloro-phenyl)-2-methyl-2H-indazol-3-ylamine 
• 845751-92-0 C₈H₆BrClN₂O₂S 

Relevant academic research and scientific papers

Novel cyclic bicarbodiimide compound and preparation method of novel cyclic bicarbodiimide compound

The invention relates to a novel cyclic bicarbodiimide compound (I) and a preparation method of the novel cyclic bicarbodiimide compound. Compared with monocarbodiimide, the novel cyclic bicarbodiimide compound has a higher molecular weight and a higher melting point; the disadvantage that the monocarbodiimide is easily transferred outward from compounds including polyester, polyurethane and like at high temperature is overcome; the anti-hydrolytic property of a material is improved; meanwhile, the defects that an existing bicarbodiimide compound is easily irregularly curled, easily forms a rubber state at room temperature and is not easy to crystallize and purify are overcome; the anti-hydrolytic effect is good and the bicarbodiimide compound has a good anti-hydrolytic property; the service life of a polyester material is improved; the bicarbodiimide compound can be used as an anti-hydrolytic stabilizer and is used for polyurethane and polyester elastomers, and especially can be used for photovoltaic industry, biodegradable materials and the like. The formula (I) is shown in the description.

Method for preparing o-haloaromaticamine from C-H-based activated arylamines

The invention belongs to the technical field of organic chemistry and particularly relates to a method for preparing o-haloaromaticamine from C-H-based activated arylamines. The method comprises the following steps: taking anhydrous copper acetate as a reaction catalyst and hydrogen peroxide as an oxidizing agent, adding aniline compounds and potassium bromide or potassium iodide into water for reaction at room temperature for 2 h, extracting with ethyl acetate and concentrating under reduced pressure, so as to obtain a corresponding arylamine halogenated compound crude product; and performing column chromatographic isolation and purification to obtain a corresponding purified product. The method has the characteristics that the operation is simple, reaction conditions are mild, the reaction time is short, and the method is environment-friendly.

Selective oxidation of sulfides and oxidative bromination of organic substrates catalyzed by polymer anchored Cu(II) complex

A new polymer-anchored Cu(II) complex has been synthesized and characterized. The catalytic performance of the complex has been tested for the oxidation of sulfides and in oxidative bromination reaction with hydrogen peroxide as the oxidant. Sulfides have been selectively oxidized to the corresponding sulfoxides in excellent yields and in the presence of KBr as the bromine source, organic substrates have been selectively converted to mono bromo substituted compounds using polymer-anchored Cu(II) catalyst. This catalyst showed excellent catalytic activity, high selectivity, and recyclability. The polymer-anchored Cu(II) catalyst could be easily recovered by filtration and reused more than five times without appreciable loss of its initial activity.

4-Substituted indazoles as new inhibitors of neuronal nitric oxide synthase

A series of halo-1-H-indazoles has been synthesized and evaluated for its inhibitory activity on neuronal nitric oxide synthase. Introduction of bromine at the C4 position of the indazole ring system provided a compound almost as potent as the reference compound, that is, 7-nitroindazole (7-NI). The importance of position 4 is further demonstrated by the synthesis and pharmacological evaluation of the 4-nitroindazole which was also a potent inhibitor of NOS activity. These compounds also exhibited in vivo NOS inhibitory activity, as attested by potent antinociceptive effects following systemic administration.

GABANERGIC MODULATORS

This invention relates to the use of compounds of benzoindazole derivatives salts and solvates thereof for the preparation of a medicament for modulating alpha2 subtype GABA A receptors. The invention further relates to novel heterocyclic compounds and pharmaceutical compositions containing said compounds. In addition the invention relates to the use of compounds of formula (I) salts and solvates thereof for the preparation of a medicament for the treatment of depression, an anxiety disorder, a psychiatric disorder, a learning or cognitive disorder, a sleep disorder, a convulsive or seizure disorder or pain.

Novel bromination method for anilines and anisoles using NH 4Br/H2O2 in CH3COOH

A simple, efficient, regioselective, environmentally safe, and economical method for the oxybromination of anilines and anisoles without catalyst is reported. The electrophilic substitution of bromine generated in situ from ammonium bromide as a bromine source and hydrogen peroxide as an oxidant for the first time.

Indazole derivatives as CRF antagonists

This invention relates to compounds which are generally CRF-1 receptor antagonists and which are represented by Formula I or Formula II: wherein R3 is optionally substituted aryl or heteroaryl, R1 and R2 are as defined in

Liquid phase regioselective bromination of aromatic compounds over HZSM-5 catalyst

A simple, efficient, regioselective and environmentally safe method for oxybromination of activated aromatics catalyzed by HZSM-5 is reported. The electrophilic substitution of bromine generated from KBr using HZSM-5 as a catalyst and H2O2 as an oxidant.

1,3-Dihydro-3-(2-hydroxy-, 2-bromo- or 2-chloroethyl)-2H-isoindol-1-one derivatives

Derivatives of 1,3-dihydro-3-(2-hydroxyethyl) -2H-isoindol-1-one are disclosed. The derivatives are useful for treating ulcers in a mammal and for preventing or decreasing the secretion or availability of excessive amounts of gastric or hydrochloric acid in a mammal suffering from hyperchlorhydria and/or associated conditions.