874-17-9

Usage

General Description

4-Chloro-2,6-dibromoaniline is a symmetrical chlorodibromo aniline. 4-Chloro-2,6-dibromoaniline was prepared by bromination of p-chloroaniline.

InChI:InChI=1/C6H4Br2ClN/c7-4-1-3(9)2-5(8)6(4)10/h1-2H,10H2

Upstream product

• 67-66-3 chloroform 
• 608-30-0 2,6-dibromoaniline 
• 112160-74-4 acetic acid-(2,4,N-trichloro-anilide) 
• 147-82-0 2,4,6-tribromoaniline 
• 106-47-8 4-chloro-aniline 
• 823-86-9 N-(4-chlorophenyl)hydroxylamine 
• 14030-87-6 2,6-dibromo-4-thiocyanato-aniline 
• 64-19-7 acetic acid 
• 14255-79-9 1-allyl-3-parachlorophenyl-thiourea 
• 189937-24-4 2,6-Dibromo-4-chloroacetanilide 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 106-49-0 p-toluidine 
• 873-38-1 4-chloro-2-bromoaniline 
• 482-89-3 1H,1H'-2,2'-Biindolylidene-3,3'-dione 

Downstream Products

• 189937-24-4 2,6-Dibromo-4-chloroacetanilide 
• 45860-20-6 2,6-dibromo-4-chloronitrosobenzene 
• 71756-95-1 2,6-dibromo-4-chloro-N-nitro-aniline 
• 1195791-13-9 C₁₄H₁₁Br₂ClN₂ 
• 1281994-99-7 C₅₆H₃₈Cl₂N₂ 
• 1426169-44-9 bis[N,N'-(4-chloro-2,6-diphenylphenyl)imino]acenaphthene 
• 1426169-47-2 {bis[N,N'-(4-chloro-2,6-diphenylphenyl)imino]acenaphthene}dibromonickel 
• 1427000-91-6 4,5,6,7-tetrahydro-3-(2,6-dibromo-4-chlorophenyl)-(3H)-benzothiazole-2-thione 
• 1427000-92-7 4,5,6,7-tetrahydro-3-[2,6-bis(3,5-ditert-butylphenyl)-4-chlorophenyl]-(3H)-benzothiazole-2-thione 
• 1427000-93-8 3-[2,6-bis(3,5-ditert-butylphenyl)-4-chlorophenyl]-4,5,6,7-tetrahydrobenzothiazolium chloride 
• 914636-84-3 2-amino-3-bromo-5-chlorobenzonitrile 
• 6864-20-6 2,4,6-triphenylaniline 

Relevant academic research and scientific papers

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

A PROCESS FOR THE SYNTHESIS ANTHRANILIC DIAMIDE COMPOUNDS AND INTERMEDIATES THEREOF

The present invention disclosed a process for the synthesis of anthranilic diamide compound of formula (I), wherein, R1, R2, R3a, R3b, R3c, R4, R5, R6 and Z are as defined in the detailed description. The process comprising the step of obtaining a mono- or dicyano substituted aniline compound of formula (IV) which is then converted to an anthranilic acid compound of formula (V) or an anthranilic amide compound of formula (Va). Further, the compound of formula (VI) can be optionally synthesized from compound of formula (IV or V or Va).

NLRP MODULATORS

In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured: or a pharmaceutically acceptable salt thereof, wherein the variables shown in Formula A can be as defined anywhere herein.

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.

Method of catalytically synthesizing polybromo-aniline in water phase

The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.

1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions

Several oxidative approaches namely thiocyanation of aromatic compounds, epoxidation of alkenes, amidation of aromatic aldehydes, epoxidation of α β-unsaturated ketones, oxidation of sulfides to sulfoxides and sulfones, bayer-villeger reaction, bromination and iodation of aniline and phenol derivatives oxidative esterification, oxidation of pyridines and oxidation of secondary, allylic and benzyllic alcohols were carried out using 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as the potential solid oxidant which can be stored for several months without any loss in its activity. All of the procedures were accomplished via mild reaction conditions and the products were afforded in high yields and short reaction times.

Synthesis, characterization, and antibacterial activity of some thiazoles derived from allyl thioureas

Synthesis of thiazoles was carried out from allyl thioureas using different cyclizing agents such as hydrogen chloride gas and bromine. Synthesized compounds were characterized by IR, 1H and 13C NMR, mass spectrometry, and elemental analysis. The synthesized thiazoles were evaluated for their antibacterial activity against Gram postitive (Lactobacillus bulgaris and Streptococcus mitis) and Gram negative (Yersinia) as well as antifungal activity against Aspergillus niger fungi.

Enantioposition-selective copper-catalyzed azide-alkyne cycloaddition for construction of chiral biaryl derivatives

A highly enantioposition-selective copper-catalyzed azide-alkyne cycloaddition (CuAAC) of dialkynes bearing prochiral biaryls has been developed for the construction of 1,2,3-triazoles bearing axially chiral biaryl groups in up to 76% yield and up to 99% ee.

Highly active ortho-phenyl substituted α-diimine Nickel(II) catalysts for "chain walking polymerization" of ethylene: Synthesis of the nanosized dendritic polyethylene

Three new α-diimine Ni(II) complexes {bis[N,N′-(4-fluoro-2,6- diphenylphenyl)imino]acenaphthene}dibromonickel 4a, {bis[N,N′-(4-chloro-2, 6-diphenylphenyl)imino]acenaphthene}dibromonickel 4b, and {bis[N,N′-(4- methyl-2,6-diphenylphenyl)imino]acenaphthene}dibromonickel 4c, were synthesized and characterized. The crystal structure of the complex 4a was determined by X-ray crystallography. Complex 4a has pseudo-tetrahedral geometry about the nickel center, showing C2v molecular symmetry. These complexes, activated by diethylaluminum chloride (DEAC) were tested in the polymerization of ethylene under mild conditions. Complex 4a bearing 2,6-diphenyl and strong electron-withdrawing 4-fluorine groups, activated by diethylaluminum chloride (DEAC) shows highly catalytic activity for the polymerization of ethylene [4.95 × 106 g PE/(mol Ni h bar)] and produced dendritic polyethylene (153.3 branches/1000 C). The dendritic polyethylene particle size obtained by 4a/DEAC can be controlled in the 1-20 nm under 0.2 bar ethylene pressure, and could be expected to become a nano-targeted drug carrier after modified with water-soluble oligo(ethylene glycol) (OEG).