16750-67-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-2-bromophenol is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into the molecular structures of different medicinal compounds, contributing to their therapeutic properties.
Used in Cosmetic Industry:
In the cosmetic industry, 4-Amino-2-bromophenol is utilized as an intermediate in the production of hair dyes, where it plays a role in the formation of colorants that impart desired shades to hair while ensuring safety and efficacy.
Used in Dye and Pigment Industry:
4-Amino-2-bromophenol is employed as a building block in the creation of dyes and pigments, which are essential for coloring textiles, plastics, and other materials, due to its reactivity and capacity to form stable color compounds.
Used in Organic Synthesis:
4-Amino-2-bromophenol is used as a reagent in organic synthesis for its potential to react with a variety of other chemicals, enabling the development of new organic compounds for diverse applications.
Safety Note:
Given its potential hazards to human health and the environment, 4-Amino-2-bromophenol requires careful handling and disposal. Adequate safety precautions, including the use of personal protective equipment and proper waste management practices, should be strictly adhered to in all processes involving this chemical compound.

InChI:InChI=1/C6H6BrNO/c7-5-3-4(8)1-2-6(5)9/h1-3,9H,8H2

Upstream product

• 24171-78-6 m-bromophenylhydroxylamine 
• 7664-93-9 sulfuric acid 
• 585-79-5 m-nitrobromobenzene 
• 119532-30-8 acetic acid-(4-ethoxy-3-bromo-anilide) 
• 10034-85-2 hydrogen iodide 
• 320337-15-3 4-benzyloxy-3-bromoaniline 
• 123-30-8 4-amino-phenol 
• 62-44-2 4-ethoxyacetanilide 
• 107986-35-6 N-(3-bromophenyl)-O-pivaloylhydroxylamine 
• 91631-57-1 N-(sulfonatooxy)-3-bromoacetanilide 
• 856345-30-7 2,6,2'-tribromo-4,4'-azo-di-phenol 
• 855836-32-7 2,2'-dibromo-4,4'-azo-di-phenol 
• 856200-55-0 2-bromo-4,4'-azo-di-phenol 
• 5847-59-6 2-bromo-4-nitrophenol 

Downstream Products

• 6329-78-8 N-(3-bromo-4-hydroxyphenyl)acetamide 
• 314751-01-4 N-(3-bromo-4-hydroxyphenyl)benzamide 
• 107590-50-1 2-bromo-4-(p-tolylsulfonylamino)phenol 
• 364598-99-2 N-(3-bromo-4-hydroxyphenyl)carbamic acid tert-butyl ester 
• 1037079-01-8 2-bromo-4-(piperazin-1-yl)phenol 
• 211555-04-3 4-(3-bromo-4-hydroxyphenyl)amino-6,7-dimethoxyquinazoline 

Relevant academic research and scientific papers

Ultrafine silver nanoparticles supported on a covalent carbazole framework as high-efficiency nanocatalysts for nitrophenol reduction

A novel conjugated microporous polymer (CMP) material CZ-TEB was synthesized with a carbazole analogue and 1,3,5-triethynylbenzene. It possessed a high specific surface area, excellent thermal stability and layered-sheet morphology. Furthermore, ultrafine silver nanoparticles were successfully immobilized on CZ-TEB, thus preparing a nanocatalyst Ag0@CZ-TEB. To evaluate its catalytic performance, Ag0@CZ-TEB was exploited in the reduction reaction of nitrophenols, a family of priority pollutants. Ag0@CZ-TEB exhibited high catalytic ability, convenient recovery and excellent reusability. Strikingly, the normalized rate constant (knor) of the reduction reaction of 4-NP to 4-AP is as high as 21.49 mmol-1 s-1. This result shows a significant improvement over all previously reported work. We purposed to use a "capture-release" model to explain the high catalytic ability of Ag0@CZ-TEB. This explanation is supported by further experimental results that agree well with the "capture-release" model.

Polymer-anchored [Fe(III)Azo] complex: An efficient reusable catalyst for oxidative bromination and multi-components reaction for the synthesis of spiropiperidine derivatives

A heterogeneous catalyst was prepared by attaching Fe(III) into organically modified chloromethylated polytstyrene and characterized by AAS, IR, PXRD, TG-DTA, UV–Vis, and SEM studies. In presence of H2O2 and KBr as bromine source, the catalyst showed remarkably high conversion with para-selectivity towards the oxidative bromination reaction in acetic acid medium. The catalyst was also very active and highly efficient for the production of spiropiperidine derivatives through multi-component reaction in isopropyl alcohol at room temperature. The catalyst was not leached during the catalytic reactions, moreover, after five cycles the catalytic activity and selectivity of the catalyst were not decreased very significantly.

Zwitterionic Surfactant stabilized palladium nanoparticles as catalysts in aromatic nitro compound reductions

Palladium nanoparticles (NPs) stabilized by ImS3-14, a zwitterionic surfactant structurally related to ionic liquids, are revealed here to be good catalysts for the reduction of a large number of substituted aromatic nitro compounds. Our mass spectrometry results are consistent with the formation of amino products in a direct route, where the aromatic nitro compounds are initially reduced to nitroso compounds, which are then reduced to the hydroxylamine derivatives and finally to the anilines. Activation parameters showed that for most Pd catalysts reported in the literature, the mechanism seems to be similar, with lower enthalpy of activation (ΔH?) being compensated by more negative entropy of activation (ΔS?). As a result, the reaction is thermally compensated and the rate constants for most reactions rather similar. Furthermore, Pd NPs stabilized by ImS3-14 showed efficient catalytic activities for the reduction of aromatic nitro compounds, with high conversion and good selectivity even using very low loadings of metal.

Polymer-anchored Cu(II) complex as an efficient catalyst for selective and mild oxidation of sulfides and oxidative bromination reaction

A new polymer-anchored Cu(II) complex has been tested for the oxidation of sulfides and in oxidative bromination reaction with hydrogen peroxide as oxidant. Sulfides have been selectively oxidized to corresponding sulfoxides in excellent yields and in presence of KBr as bromine source, organic substrates have been selectively converted to mono bromo substituted compounds. The polymer-anchored Cu(II) catalyst could be easily recovered by simple filtration and reused more than six times without appreciable loss of its initial activity. Graphical Abstract: [Figure not available: see fulltext.]

Selective oxidation of sulfides and oxidative bromination of organic substrates catalyzed by polymer anchored Cu(II) complex

A new polymer-anchored Cu(II) complex has been synthesized and characterized. The catalytic performance of the complex has been tested for the oxidation of sulfides and in oxidative bromination reaction with hydrogen peroxide as the oxidant. Sulfides have been selectively oxidized to the corresponding sulfoxides in excellent yields and in the presence of KBr as the bromine source, organic substrates have been selectively converted to mono bromo substituted compounds using polymer-anchored Cu(II) catalyst. This catalyst showed excellent catalytic activity, high selectivity, and recyclability. The polymer-anchored Cu(II) catalyst could be easily recovered by filtration and reused more than five times without appreciable loss of its initial activity.

Regioselective and high-yielding bromination of phenols and anilins using N-bromosaccharin and amberlyst-15

A regioselective and facile conversion method for bromination of anilines and phenols using N-bromosaccharine in the presence of a catalytic amount of Amberlyst-15 lead to enhancement of the reaction rate and yielded brominated products in good to excellent yields and short reaction times.

Vilsmeier-haack bromination of aromatic compounds with KBr and N-bromosuccinimide under solvent-free conditions

Bromination of aromatic hydrocarbons is triggered by Vilsmeier-Haack reagent [N,N-dimethyl formamide (DMF-POCl3 system)] in the presence of KBr or N-bromosuccinimide (NBS) under solvent-free conditions by grinding the reactants in a mortar with a pestle. The reactions afforded corresponding bromo derivatives in very good yield with high regioselectivity. The results are comparable with those obtained under reflux conditions. Copyright Taylor & Francis Group, LLC.

PYRROLIDINE DERIVATIVES AS ERK INHIBITORS

Disclosed are the ERK inhibitors of Formula (1.0): and the pharmaceutically acceptable salts and solvates thereof. Q is a piperidine or piperazine ring that can have a bridge or a fused ring. The piperidine ring can have a double bond in the ring. All other substitutents are as defined herein. Also disclosed are methods of treating cancer using the compounds of Formula (1.0).

Fused ring 4-oxopyrimidine derivative

The present invention provides a compound represented by formula (I) below, or a pharmaceutically acceptable salt thereof, which, having histamine H3 receptor antagonist or inverse agonist activity, is useful in the prophylaxis or therapy of metabolic diseases, circulatory diseases, or nervous system diseases. [where, for example, Ar is a divalent group formed by eliminating two hydrogen atoms from benzene, X1 is a nitrogen atom, sulfur atom or oxygen atom, R1 is a 5- to 6-membered heteroaryl group, Ring A is a 5- to 6-membered heteroaryl ring, R2 and R3 are amino groups or alkylamino groups, and X2 is represented by formula (II): (where R4 and R5 are lower alkyl groups, and n is an integer from 2 to 4).]

Hair colouring and conditioning compositions

A hair colouring and conditioning composition comprising: (a) a hair colouring agent; and (b) a hair conditioning agent; wherein the composition provides an Average Combing Index Value of greater than 1.2 as measured by the Combing Technical Test Method. The products can provide excellent hair colouring together with excellent conditioning, reduced hair damage, brittleness and dryness, and is convenient and easy to use.