73557-58-1

Usage

Uses

Used in Pharmaceutical Industry:
2,4-DIBROMO-N-METHYLANILINE, 97% is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of complex molecular structures. It plays a vital role in the creation of new drugs and the improvement of existing ones.
Used in Dye Industry:
In the dye industry, 2,4-DIBROMO-N-METHYLANILINE, 97% is used as a chemical intermediate for the production of various dyes. Its properties allow for the creation of a wide range of colors and hues, making it a valuable component in the formulation of dyes for different applications.
Used in Agrochemical Industry:
2,4-DIBROMO-N-METHYLANILINE, 97% is utilized as a building block in the synthesis of agrochemicals, contributing to the development of pesticides, herbicides, and other agricultural products. Its use in this industry helps to enhance crop protection and increase agricultural productivity.
Used in Research and Development:
2,4-DIBROMO-N-METHYLANILINE, 97% is employed as a research chemical for the development of new compounds and the study of chemical reactions. Its high purity ensures accurate and consistent results in laboratory experiments and the exploration of new chemical pathways.

InChI:InChI=1/C7H7Br2N/c1-10-7-3-2-5(8)4-6(7)9/h2-4,10H,1H3

Upstream product

• 614-00-6 N-methyl-N-nitrosoaniline 
• 100-61-8 N-methylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 88799-12-6 4-Brom-N,N-dimethylanilin-Brom-Addukt 
• 88799-16-0 (4-Bromo-phenyl)-cyclohexyl-methyl-amine; compound with bromine 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 50-00-0 formaldehyd 
• 615-57-6 2,4-dibromo-aniline 
• 88799-15-9 (4-Bromo-phenyl)-isopropyl-methyl-amine; compound with bromine 
• 88799-13-7 (4-Bromo-phenyl)-ethyl-methyl-amine; compound with bromine 
• 2052-06-4 4-bromo-N,N-diethylaniline 
• 67-56-1 methanol 
• 127903-07-5 N-methyl-N-(2,4-dibromophenyl)sulfuric diamide 

Downstream Products

• 64230-27-9 2,4-dibromo-N,N-dimethylaniline 
• 171881-26-8 2-dimethylamino-N-(1,1-dimethylethyl)-5-formylbenzamide 
• 171881-35-9 5-bromo-2-dimethylamino-N-(1,1-dimethylethyl)benzamide 
• 171881-36-0 2-(N,N-dimethylamino)-5-bromobenzaldehyde 
• 127903-07-5 N-methyl-N-(2,4-dibromophenyl)sulfuric diamide 

Relevant academic research and scientific papers

Preparation method of N-methyl-4-bromoaniline

The invention provides a preparation method of N-methyl-4-bromoaniline, belonging to the technical field of organic synthesis. The preparation method solves the technical problems that existing monomethylation reaction steps of aniline are tedious and the purity of prepared products is low. The method comprises the following steps: 1, adding dichloroethane and N-methylaniline into a first reactor,then dropwise adding acetic anhydride into the first reactor, and carrying out stirring; 2, dropwise adding a brominating agent into the formed reaction system, carrying out stirring, carrying out sampling analysis until the content of N-methyl acetanilide is less than 1%, adding sodium sulfite, carrying out stirring, and carrying out suction filtration; 3, adding the solid N-methyl-4-bromoacetanilide obtained through suction filtration in the step 2 into a second reactor, then adding hydrochloric acid with a mass concentration of 15%, carrying out heating reflux for 3 h, and carrying out sampling analysis until a reaction is completed; and 4, cooling, neutralizing and extracting the reaction system in the step 3, and recovering the solvent to obtain the colorless transparent liquid N-methyl-4-bromoaniline. The N-methyl-4-bromoaniline prepared by using the method is high in purity, and has a content of greater than 98%.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.

Practical and metal-free electrophilic aromatic halogenation by interhalogen compounds generated in situ from N-halosuccinimide and catalytic TMSCL

Halomonochloride compounds (ClCl, BrCl, ICl) generated in situ from N-halosuccinimide and catalytic chlorotrimethylsilane (TMSCl, 0.1 equiv) can efficiently halogenate aromatic compounds to give halogenated products in good to excellent yields and selectivities. The reaction can be carried out at room temperature or at lower temperatures, requires only one hour, is practical to apply to a wide range of substrates, and provides a simple access to a variety of haloarene compounds. Georg Thieme Verlag Stuttgart New York.

Selective bromination of pyrrole derivatives, carbazole and aromatic amines with DMSO/HBr under mild conditions

Bromination of pyrrole derivatives, carbazole and aromatic amines using the DMSO/HBr system affords high yields of the corresponding bromo compounds. Temperature control used in the bromination of anilines helped to promote selective formation of mono- or di-brominated products. Simple operation, low toxicity and high selectivity make this a promising new procedure for the bromination of aromatic compounds.

Functionalized analogues of Tr?ger's base: scope and limitations of a general synthetic procedure and facile, predictable method for the separation of enantiomers

A major stumbling block in the applications of enantiomerically pure Tr?ger's base analogues is their poor availability. We have therefore developed a facile method for the enantioseparation of functionalized Tr?ger's base analogues possessing various sub

FLUORESCENT CHEMICAL COMPOUNDS HAVING HIGH SELECTIVITY FOR DOUBLE STRANDED DNA, AND METHODS FOR THEIR USE

Chemical compounds having a high selectivity for double stranded DNA over RNA and single stranded DNA are disclosed. The chemical compounds are stains that become fluorescent upon illumination and interaction with double stranded DNA, but exhibit reduced

1-Benzyl-4-aza-1-azoniabicyclo[2.2.2] octane tribromide as a highly reactive brominating agent for aniline derivatives

Reaction of anilines with 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide (3) in the presence of CaCO3 in small amounts of methanol gave brominated aromatic amines in good yields at room temperature. The isolation of products is straightforward.

KINETICS AND MECHANISM OF SOLVOLYSIS OF N-ARYL SULFURIC DIAMIDES

The methanolysis and hydrolysis kinetics have been studied with the following sulfuric diamide derivatives: N-methyl-N-phenyl- (IIIa), N-methyl-N-(4-methoxycarbonylphenyl)- (IIIb), N-(4-methoxycarbonylphenyl)- (IIIc), N-methyl-N-(2-methoxycarbonylphenyl)- (IIId), N-(2-methoxycarbonylphenyl)- (IIIe), and N-methyl-N-(2,4-dibromophenyl)- (IIIf).The solvolyses of the neutral substrates IIIa and IIIb proceed by the addition-elimination mechanism.In the presence of the solvent lyate ions the solvolyses go by the E1cb mechanism.The solvolyses of the conjugated bases ofcompounds IIIa and IIIb are subject to general acid catalysis, the effects of the ring substituents being opposite to those in the addition-elimination mechanism.The solvolyses of compounds IIId and IIIf exhibit a distinct catalytic effect of neighbouring group; the reaction goes via a reactive intermediate, the transformation of the intermediate into the solvolysis product being subject to general acid and base catalysis.

Bromation regioselective en serie aromatique. I: Monobromation en position para de phenols et d'amines aromatiques par le tribromure de tetrabutylammonium

The reaction of tetrabutylammonium tribromide (TBABr3) with phenols and aromatic amines in aprotic and non-basic solvents at 20 deg C gives exclusively the corresponding para-brominated compounds in high yields.A mechanism involving electrophilic substitution by the tribromide anion Br3- itself is suggested to account for the results, especially the regioselective para bromination.Key words: bromination, tetrabutylammonium tribromide, phenols, aromatic amines.

REGIOSELECTIVE MONOBROMINATION OF AROMATIC AMINES WITH TETRABUTYLAMMONIUM TRIBROMIDE

A simple and efficient method for monobromination of aromatic amines predominantly in the para position is reported.Tetrabutylammonium tribromide is used at 20 deg C and yields of parabromoanilines are higher than 90percent.