16807-11-7

Usage

Uses

Used in Pharmaceutical Industry:
1-Bromo-9H-carbazole serves as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drug molecules. Its unique chemical structure allows it to be a versatile building block for the development of new medications with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic synthesis, 1-bromo-9H-carbazole is employed as an intermediate for the preparation of a range of organic compounds. Its reactivity and functional group compatibility make it a valuable component in the creation of complex organic molecules for various applications, including materials science, agrochemicals, and specialty chemicals.
As a research chemical, 1-bromo-9H-carbazole contributes to the advancement of scientific knowledge and the discovery of new chemical reactions and processes. Its applications in both the pharmaceutical and organic synthesis industries highlight its importance as a key intermediate in the development of innovative products and technologies.

Preparation

A 1-Bromo-9H-carbazole is synthesized as follows：Under noble gas protection, by 3,6- bis- Tert-butyl carbazole is dissolved in 1,2- dichloroethanes, adds hydrobromic acid, controlling reaction temperature to be slowly added dropwise hydrogen peroxide, dropping is completely Overnight, reactant liquor is washed, and separates organic layer for natural temperature reaction, is dried, and adds methyl alcohol dispersion, obtains the tertiary fourth of bromo- 3, the 6- of 1- bis- Base carbazole；Then 1- bromo- 3,6- di-t-butyl carbazole and isopropanol solvent are added in reaction bulb, controlling reaction temperature slowly adds Enter alchlor reaction, add water after terminating terminating reaction, through extraction, organic layer sodium hydrate aqueous solution is washed, and is dried overnight, concentrate Obtain crude product, methylene chloride-methanol mixed solvent is recrystallized to give product 1-Bromo-9H-carbazole.Production method of 1-bromocarbazole

Upstream product

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• 615-36-1 2-bromoaniline 
• 108-94-1 cyclohexanone 
• 98-80-6 phenylboronic acid 
• 1126425-84-0 1-bromo-3-iodo-2-nitrobenzene 
• 52414-97-8 1-bromo-3-methyl-2-nitro-benzene 
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• 191171-55-8 2-anilineboronic acid pinacol ester 
• 67242-17-5 2,2’-dibromodiphenylamine 

Downstream Products

• 1365549-01-4 10-(9H-carbazol-3-yl)-7-phenyl-7H-benzo[c]carbazole 
• 1337956-17-8 9-benzenesulfonyl-1-bromo-9H-carbazole 
• 1337956-18-9 methyl 9-benzenesulfonyl-9H-[1,9']bicarbazolyl-1'-carboxylate 
• 1337956-25-8 2-[2-(9H-carbazol-1-ylamino)phenyl]propan-2-ol 
• 1337956-24-7 methyl 2-(9H-carbazol-1-ylamino)benzoate 
• 1219637-88-3 1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 
• 1333002-41-7 (9-phenyl-9H-carbazole-1-yl)boronic acid 

Relevant academic research and scientific papers

Halogenated method of aromatic compound

The invention belongs to the field of organic synthesis, and particularly relates to synthesis of aromatic halogens, in particular to arylamine. The invention discloses a synthesis method of a corresponding ortho-halogenated product from aromatic compounds such as carbazole and phenol. The method comprises the following steps: adding a metal sulfonate salt catalyst, aromatic amine, carbazole, phenol and other hydrogen - heteroatom-containing aromatic compound reaction substrates, a halogenation reagent and a reaction solvent at a specific reaction temperature. After the drying agent is dried, the yield of the reaction product and the nuclear magnetic characterization determining structure are determined by column chromatography. The reaction product yield is determined by gas chromatography. By adopting the method, under the cheap metal salt catalyst, a plurality of ortho-substituted brominated and chloro products can be obtained with moderate to excellent yield.

Method for synthesizing 1-bromocarbazole by taking carbazole as raw material

The invention discloses a method for synthesizing 1-bromocarbazole by taking carbazole as a raw material. The method comprises the following steps: mixing carbazole as a raw material with an acylation reagent, a catalyst and a reaction solvent, and carrying out acylation reaction to obtain an N-H substituted carbazole intermediate; forming a reaction system by using the carbazole intermediate obtained in the step (1) and a reaction solvent, dropwise adding a lithiation reagent to perform a lithium substitution reaction, and dropwise adding a bromination reagent to perform a bromination reaction after the reaction is completed to obtain a carbazole N-substituted 1-position bromination product; and (3) carrying out hydrolysis deprotection reaction on the carbazole N-substituted 1-position brominated product obtained in the step (2) to obtain a 1-bromocarbazole product. According to the method, phosphorus-containing compounds with serious pollution do not need to be used, the adopted raw material carbazole is easy to obtain and low in cost, post-treatment operation is simple and easy, the post-treatment cost is low, the problems that existing 1-bromocarbazole is high in production cost, complex in synthesis technological process, more in three wastes and heavy in pollution can be solved, the purity of the obtained 1-bromocarbazole is 99.5% or above, the obtained 1-bromocarbazole is high in purity, and the yield can reach more than 80%.

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organometallic compound represented by Formula 1: wherein, in Formula 1, groups and variables are the same as described in the specification.

1-bromo carbazole preparation method

The invention discloses a 1-bromo carbazole preparation method, and belongs to the field of organic chemical synthesis. The preparation method specifically comprises: carrying out an Ullmann coupling reaction on raw materials such as o-bromoaniline and o-

Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate

A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2′-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires tBuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

Disclosed is a compound represented by chemical formula 1. Also, disclosed is an organic electronic element comprising a first electrode, a second electrode, and an organic layer between the first electrode and the second electrode, wherein the organic layer includes the compound represented by chemical formula 1. If the compound represented by chemical formula 1 is included in the organic layer, light emitting efficiency, stability, engineering life, etc. can be improved.(110) Substrate(120) Positive electrode(130) Hole-injection layer(140) Hole transport layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transport layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2016

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

The present invention provides a novel compound to improve light emission efficiency and stability of an element and to extend lifespan of the element, an organic electronic element using the same, and an electronic device thereof. The compound is represented by chemical formula 1, wherein m is a constant in the range of zero and four, and n is a constant in the range of zero and three.(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrode(130) Hole injection layer(120) Positive electrode(110) SubstrateCOPYRIGHT KIPO 2015

NEW DIBENZOFURANS AND DIBENZOTHIOPHENES

The present invention relates to compounds of formula (I) which are characterized in that they are substituted by at least one nitrile substituted carbazolyl group and their use in electronic devices, especially electroluminescent devices. When used as el

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

Provided in the present invention are a novel compound which can improve light emitting efficiency, stability, and life, an organic electronic element using the same, and an electronic device thereof. The organic electronic element is characterized by comprising a first electrode; a second electrode; and an organic substance layer located between the first electrode and the second electrode, wherein the compound is contained in the organic substance layer. The organic electronic element is characterized by having the compound contained in at least one layer among a hole injection layer, a hole transfer layer, an light emitting auxiliary layer, or a light emitting layer of an organic substance layer.(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Auxiliary light emitting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrode(130) Hole injection layer(120) Positive electrode(110) SubstrateCOPYRIGHT KIPO 2015

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

The present invention provides a novel compound which can improve light emitting efficiency, stability, and durability of an element, an organic electronic element, and an electronic device thereof. The organic electronic element comprises: a first electrode; a second electrode; and an organic layer located between the first electrode and the second electrode, wherein the compound is included in the organic layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2015