64230-27-9

Usage

Uses

Used in Pharmaceutical Industry:
Benzenamine, 2,4-dibromo-N,N-dimethylis utilized as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for the creation of diverse medicinal compounds with potential health benefits.
Used in Agrochemical Industry:
In the agrochemical sector, Benzenamine, 2,4-dibromo-N,N-dimethylserves as an essential intermediate for the production of pesticides and other crop protection agents. Its incorporation aids in enhancing the effectiveness of these products, ensuring better agricultural yields and protection against pests.
Used in Dye Industry:
Benzenamine, 2,4-dibromo-N,N-dimethylis employed as a crucial intermediate in the synthesis of dyes, contributing to the development of a wide range of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Organic Synthesis:
As a reagent in organic synthesis, Benzenamine, 2,4-dibromo-N,N-dimethylplays a significant role in facilitating various chemical reactions, enabling the production of a broad spectrum of organic compounds for different applications.
Used in Environmental Analysis:
Benzenamine, 2,4-dibromo-N,N-dimethylfunctions as a colorimetric reagent for the determination of nitrate and nitrite ions in water, providing a reliable method for monitoring water quality and ensuring the safety of aquatic ecosystems.
It is important to handle Benzenamine, 2,4-dibromo-N,N-dimethylwith care, as it can cause irritation to the skin, eyes, and respiratory system, and may be harmful if ingested or inhaled. Proper safety measures should be taken during its use to minimize potential health risks.

Upstream product

• 2052-06-4 4-bromo-N,N-diethylaniline 
• 88799-12-6 4-Brom-N,N-dimethylanilin-Brom-Addukt 
• 7732-18-5 water 
• 121-69-7 N,N-dimethyl-aniline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 874-52-2 N,N-dimethylaniline N-oxide 
• 128-08-5 N-Bromosuccinimide 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 50-00-0 formaldehyd 
• 73557-58-1 2,4-dibromo-N-methylaniline 
• 544-16-1 n-Butyl nitrite 
• 615-57-6 2,4-dibromo-aniline 
• 77-78-1 dimethyl sulfate 
• 67-64-1 acetone 

Downstream Products

• 171881-36-0 2-(N,N-dimethylamino)-5-bromobenzaldehyde 
• 1334204-24-8 2,4-dicyano-N,N-dimethylaniline 
• 27173-31-5 N,N-dimethyl-3-morpholin-4-yl-5-piperidin-1-yl-aniline 
• 171881-24-6 2-(5-bromo-2-dimethylaminophenyl)-2-trimethylsilyloxyacetonitrile 
• 171881-30-4 4-dimethylamino-3-(1,3-dioxolan-2-yl)benzaldehyde 
• 171881-28-0 2-(5-bromo-2-dimethylaminophenyl)-1,3-dioxolane 
• 171881-26-8 2-dimethylamino-N-(1,1-dimethylethyl)-5-formylbenzamide 
• 50638-49-8 2-methyl-4-bromo-N,N-dimethylaniline 
• 81090-57-5 2,4,6-tribromo-N-methylaniline 
• 171881-35-9 5-bromo-2-dimethylamino-N-(1,1-dimethylethyl)benzamide 

Relevant academic research and scientific papers

Method for preparing bromo reagent by oxidative bromination reaction and method for further preparing bromine-containing compound

The invention relates to a method, and for preparing a bromine-containing compound through a reaction, of a :electron-substituted furan compound.rich electron-substituted furan compound, rich in an electron-rich substituted thiophene compound: The substituent of,rich electron-substituted furan compound containing, of an electron-rich substituted furan compound . The method for preparing the bromine-containing compound by the reaction of the present invention comprises the following steps. preparing an electron-rich substituted furan), compound (by). reacting with a bromine, containing substituted phenyl group, (.rich, electron-substituted furan compound and an aromatic or unsaturated bond-containing compound with an electron-rich substituted furan compound containing an electron-rich substituted furan compound.

Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent

A mild, metal-free bromination method of arenes has been developed using the combination of bis(trifluoroacetoxy)iodobencene and trimethylsilyl bromide. In situ-formed dibromo(phenyl)-λ3-iodane (PhIBr2) is proposed as the reactive intermediate. This methodology using PIFA/TMSBr has been applied with success to a great number of substrates (25 examples). The treatment of mono-substituted activated arenes led to para-brominated products (2u-z) in excellent 83-96% yields. Density functional theory calculations indicate a stepwise mechanism involving a double bromine addition followed by a type II dyotropic reaction with concomitant re-aromatization of the six-membered ring.

Catalyst and Additive-Free Direct Amidation/Halogenation of Tertiary Arylamines with N-haloimide/amides

An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions. (Figure presented.).

Atom-economical brominations with tribromide complexes in the presence of oxidants

Bromination is an important transformation in organic synthesis, and novel efficient bromination techniques are still required. Herein, we demonstrate atom-economical brominations using (DMI)2HBr3, a novel tribromide complex, with oxidants such as DMSO and Oxone. Using this system, olefinic and aromatic brominations, as well as selective α-monobrominations of ketones proceeded well to afford the desired bromides in good yields. Importantly, in these reactions all of the bromine atoms in this complex are used to brominate.

Electrochemical Regioselective Bromination of Electron-Rich Aromatic Rings Using n Bu 4 NBr

Electrochemical regioselective bromination of electron-rich aromatic rings using stoichiometric tetrabutylammonium bromide (n Bu 4 NBr) has been accomplished under mild conditions. This protocol provides an environmentally friendly and simple way for the construction of C-Br bond in moderate to high yields with wide functional group tolerance.

Synthesis of Halogenated Anilines by Treatment of N, N-Dialkylaniline N-Oxides with Thionyl Halides

The special reactivity of N,N-dialkylaniline N-oxides allows practical and convenient access to electron-rich aryl halides. A complementary pair of reaction protocols allow for the selective para-bromination or ortho-chlorination of N,N-dialkylanilines in up to 69% isolated yield. The generation of a diverse array of halogenated anilines is made possible by a temporary oxidation level increase of N,N-dialkylanilines to the corresponding N,N-dialkylaniline N-oxides and the excision of the resultant weak N-O bond via treatment with thionyl bromide or thionyl chloride at low temperature.

A quick, mild and efficient bromination using a CFBSA/KBr system

Bromination is a fundamental transformation in organic chemistry and brominated compounds as building blocks are of paramount importance in organic synthesis. In our study, we have developed an efficient method of bromination by using a CFBSA/KBr system at room temperature in a short reaction time. Notably, this approach has been proven to be applicable to a range of substrates including 1,3-diketones and β-keto esters, phenols, aromatic amines and heteroarenes with good to excellent yields.

Regioselective bromination of organic substrates by LDH-CO3 2--Br- promoted by V2O5-H 2O2

An efficient, fast, simple, mild, and selective monobromination of aromatic compounds, with high para-selectivity, is reported. The catalytic system is readily prepared from a Mg-Al-layered double hydroxide-CO3 2--Br- (LDH-CO32--Br-) as the source of bromide, V2O5 as a promoter and hydrogen peroxide as the oxidant. The use of hydrogen peroxide as a synthetically useful oxidizing agent is reported for generating electrophilic bromine in situ from easily available KBr as a bromine source, to brominate electron rich aromatic compounds, employing LDH-CO32--Br3- as the phase-transfer catalyst. The phase-transfer catalyst leads to nearly complete bromination in 3 h at room temperature with high selectivity. The reaction rate of p-bromoanisole and p-bromotoluene formation by LDH-CO 32--Br3- in a triphasic system was studied. The heterogeneity of the reaction system facilitates the recovery and recycling of the catalyst, and the reagent components are environmentally acceptable. The catalyst, LDH-CO32--Br3 -, and its precursors, LDH-CO32--Br- and LDH-CO32-, were characterized by powder XRD, FT-IR and UV-vis spectroscopy.

A novel tunable aromatic bromination method using alkyl bromides and sodium hydride in DMSO

Aromatic bromination on various aromatic systems with different substitutions was performed in the presence of alkyl bromide and sodium hydride in DMSO. Mono-bromination on a wide range of substrates was achieved by selecting proper alkyl bromides and controlling its amount. Further bromination could happen with more active alkyl bromides and additional amount of bromides and sodium hydride. The yields ranged from moderate to excellent. In addition, reaction mechanism was postulated to explain our observations.

(Diacetoxyiodo)benzene-Lithium Bromide as a Convenient Electrophilic Br+ Source

A mild and versatile procedure for the bromination of olefins and activated arenes by in situ generation of 'Br+' using (diacetoxyiodo)benzene and lithium bromide is presented. The reactions were carried out in open vessels at room temperature and were typically complete in 30 minutes. The brominated products were isolated by column chromatography, which also allowed for the isolation of the iodobenzene by-product for recycle.