84250-73-7

Usage

Uses

Used in Pharmaceutical Research and Development:
(4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE is utilized as a key intermediate in the synthesis of various pharmaceutical drugs. Its unique structure allows for the development of new drug candidates with potential therapeutic applications in treating a wide range of medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, (4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE is employed as a valuable building block for the creation of other organic compounds. Its reactivity and functional groups enable the formation of a variety of chemical entities with different properties and applications.
Used in Agrochemical Production:
(4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE is also used as an intermediate in the synthesis of agrochemicals. Its incorporation into these products can contribute to the development of more effective and targeted pest control solutions in agriculture.
Used in Dye Synthesis:
In the dye industry, (4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE serves as an intermediate for the production of various dyes. Its chemical properties allow for the creation of dyes with specific color characteristics and stability, catering to the needs of different applications.
Safety Precautions:
Given the potential hazards associated with (4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE, it is crucial to handle and store (4-BROMO-PHENYL)-METHYL-AMINE HYDROCHLORIDE with care. It can be harmful if ingested, inhaled, or comes into contact with the skin. Therefore, proper safety measures, including the use of personal protective equipment and adherence to handling procedures, are essential when working with this chemical.

Upstream product

• 2617-78-9 N-(4-bromophenyl)formamide 
• 50-00-0 formaldehyd 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 639520-70-0 4-(N-tert-butyloxycarbonyl-N-methylamino)phenyl bromide 

Relevant academic research and scientific papers

N -Monomethylation of amines using paraformaldehyde and H2

The selective N-monomethylation of amines is an important topic in fine chemical synthesis. Herein, for the first time, we described a selective N-monomethylation reaction of amines with paraformaldehyde and H2 in the presence of a CuAlOx catalyst. A variety of amines, including primary aromatic amines, benzylamine and cyclohexylamine, as well as secondary amines, have been shown to be compatible with this reaction.

Magnesium-catalyzed mild reduction of tertiary and secondary amides to amines

The first example of a catalytic hydroboration of amides for their deoxygenation to amines is reported. This transformation employs an earth-abundant magnesium-based catalyst. Tertiary and secondary amides are reduced to amines at room temperature in the presence of pinacolborane (HBpin) and catalytic amounts of ToMMgMe (ToM = tris(4,4-dimethyl-2-oxazolinyl)phenylborate). Catalyst initiation and speciation is complex in this system, as revealed by the effects of concentration and order of addition of the substrate and HBpin in the catalytic experiments. ToMMgH2Bpin, formed from ToMMgMe and HBpin, is ruled out as a possible catalytically relevant species by its reaction with N,N-dimethylbenzamide, which gives Me2NBpin and PhBpin through C-N and C-C bond cleavage pathways, respectively. In that reaction, the catalytic product benzyldimethylamine is formed in only low yield. Alternatively, the reaction of ToMMgMe and N,N-dimethylbenzamide slowly gives decomposition of ToMMgMe over 24 h, and this interaction is also ruled out as a catalytically relevant step. Together, these data suggest that catalytic activation of ToMMgMe requires both HBpin and amide, and ToMMgH2Bpin is not a catalytic intermediate. With information on catalyst activation in hand, tertiary amides are selectively reduced to amines in good yield when catalytic amounts of ToMMgMe are added to a mixture of amide and excess HBpin. In addition, secondary amides are reduced in the presence of 10 mol % ToMMgMe and 4 equiv of HBpin. Functional groups such as cyano, nitro, and azo remain intact under the mild reaction conditions. In addition, kinetic experiments and competition experiments indicate that B-H addition to amide C-O is fast, even faster than addition to ester C=O, and requires participation of the catalyst, whereas the turnover-limiting step of the catalyst is deoxygenation.