22364-27-8

Usage

Uses

Used in Dye and Pigment Production:
4,6-Dibromo-2,3-dimethylaniline is utilized as a key intermediate in the synthesis of various dyes and pigments. Its unique chemical structure allows for the creation of a wide range of colors, making it valuable in industries that require colorants for their products.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4,6-dibromo-2,3-dimethylaniline serves as an intermediate in the production of certain medications. Its chemical properties make it a useful building block for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
4,6-DIBROMO-2,3-DIMETHYLANILINE is also employed as an intermediate in the synthesis of agrochemicals, which are chemicals used in agricultural practices to protect crops and enhance their growth. Its role in this industry is crucial for the development of effective and targeted agrochemicals.

InChI:InChI=1/C8H9Br2N/c1-4-5(2)8(11)7(10)3-6(4)9/h3H,11H2,1-2H3

Upstream product

• 134-98-5 N-(2,3-dimethylphenyl)acetamide 
• 22364-26-7 2,3-Dimethyl-4,6-dibrom-1-acetamino-benzol 
• 87-59-2 2,3-Dimethylaniline 

Downstream Products

• 23813-60-7 N-(4,6-Dibromo-2,3-dimethyl-phenyl)-N'-[1-nitro-prop-(Z)-ylidene]-hydrazine 
• 100960-63-2 1,3-dibromo-4,5-dimethyl-2,6-dinitro-benzene 
• 70630-27-2 2-[(4,6-Dibromo-2,3-dimethyl-phenyl)-(2-methoxy-acetyl)-amino]-propionic acid methyl ester 
• 51209-82-6 3,5-dibromo-1,2-dimethyl-benzene 

Relevant academic research and scientific papers

Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Although benzotriazoles are important and ubiquitous, currently there is only one conceptual approach to their synthesis: bridging the two ortho-amino groups with an electrophilic nitrogen atom. Herein, we disclose a new practical alternative-the endo-cyclization of 2-azidoaryl lithiums obtained in situ from 2-azido-aryl bromides. The scope of the reaction is illustrated using twenty-four examples with a variety of alkyl, alkoxy, perfluoroalkyl, and halogen substituents. We found that the directing effect of the azide group allows selective metal-halogen exchange in aryl azides containing several bromine atoms. Furthermore, (2-bromophenyl)diazomethane undergoes similar cyclization to give an indazole. Thus, cyclizations of aryl lithiums containing an ortho-X = Y = Z group emerge as a new general approach for the synthesis of aromatic heterocycles. DFT computations suggested that the observed endo-selectivity applies to the anionic cyclizations of other functionalities that undergo "1,1-additions" (i.e., azides, diazo compounds, and isonitriles). In contrast, cyclizations with the heteroatomic functionalities that follow the "1,2-addition" pattern (cyanates, thiocyanates, isocyanates, isothiocyanates, and nitriles) prefer the exo-cyclization path. Hence, such reactions expand the current understanding of stereoelectronic factors in anionic cyclizations.

Halogenation Using Quaternary Ammonium Polyhalides. VI. Bromination of Aromatic Amines by Use of Benzyltrimethylammonium Tribromide

The reaction of aromatic amines with benzyltrimethylammonium tribromide in dichloromethane-methanol containing calcium carbonate powder for 0.5 h at room temperature gave bromo-substituted aromatic amines in good yields.