18282-59-2

Usage

Uses

Used in Pharmaceutical Industry:
1-Bromo-3,4-dichlorobenzene is used as a key intermediate in the synthesis of N-arylated sultams for the pharmaceutical industry. These sultams are known for their potential applications in the development of new drugs, particularly in the treatment of various medical conditions.
Used in Chemical Synthesis:
1-Bromo-3,4-dichlorobenzene is also used as a versatile building block in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable component in the creation of a wide range of chemical products.
Used in Research and Development:
Due to its reactivity and structural features, 1-Bromo-3,4-dichlorobenzene is often utilized in research and development settings. It serves as a model compound for studying various chemical reactions and exploring new synthetic pathways, contributing to the advancement of chemical science and technology.

InChI:InChI=1/C6H3BrCl2/c7-4-1-2-5(8)6(9)3-4/h1-3H

Upstream product

• 95-76-1 m,p-dichloroaniline 
• 95-50-1 1,2-dichloro-benzene 
• 19763-90-7 3,4-dichlorophenylhydrazine hydrochloride 

Downstream Products

• 16817-43-9 5-Bromo-2-chloroanisole 
• 183802-98-4 5-bromo-2-chlorophenol 
• 65263-44-7 2-bromo-4,5-dichloro-1,3-dinitro-benzene 
• 95-76-1 m,p-dichloroaniline 
• 34328-34-2 3,4-Dichlor-4'-trifluormethylbenzophenon 
• 34328-42-2 3,4-Dichlor-3',5'-bis(trifluormethyl)benzophenon 
• 34328-36-4 3,4-Dichlor-3'-trifluormethylbenzophenon 
• 106191-64-4 β-(3,4-dichlorophenyl)-β-methyleneethanamine 
• 93361-94-5 1-bromo-4,5-dichloro-2-nitrobenzene 
• 854891-91-1 1-(3,4-Dichloro-phenyl)-2,2-dimethyl-propan-1-one 
• 143747-65-3 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol 
• 118888-13-4 1-Bromo-4,5-dichloro-2-methanesulfonyl-benzene 
• 2974-92-7 3,4-dichlorobiphenyl 
• 95-50-1 1,2-dichloro-benzene 

Relevant academic research and scientific papers

Metal- and base-free synthesis of aryl bromides from arylhydrazines

An efficient method was developed to synthesize brominated aromatic compounds from arylhydrazine hydrochlorides by using BBr3 in DMSO/CPME (cyclopentyl methyl ether) under air at 80 °C for 1 h without the use of bases or metal catalysts. In particular, this method could be carried out satisfactorily using electron-withdrawing groups to afford aryl bromides in a moderate to excellent yields.

Synthesis method of 3,4-dichlorobenzonitrile

The invention discloses a synthesis method of 3,4-dichlorobenzonitrile. The synthesis method comprises the following steps of (1) adopting 1,2-dichlorobenzene as a raw material, adding a catalyst A, rising the temperature, then dropwise adding bromine, carrying out heat insulating reaction after the dropwise adding is finished, and carrying out aftertreatment to obtain 3,4-dichlorobromobenzene; (2) after mixing cuprous cyanide, a catalyst B and a solvent, dropwise adding 3,4-dichlorobromobenzene diluent after rising the temperature, carrying out heat insulating reaction after the dropwise adding is finished, and carrying out aftertreatment to obtain the 3,4-dichlorobenzonitrile. The synthesis method disclosed by the invention has the beneficial effects that the 1,2-dichlorobenzene is adopted as the raw material, and after two-step reaction of bromination and cyaniding, the 3,4-dichlorobenzonitrile is obtained, the molar yield can reach 85% or above and the purity is greater than or equal to 98%. The synthesis method disclosed by the invention is low in raw-material cost so as to be suitable for industrial production.

One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides

A metal-free synthesis of aryl bromides and iodides from anilines via halogen abstraction from bromotrichloromethane and diiodomethane is described. This one-pot reaction affords aryl halides from the corresponding anilines in moderate to excellent yields without isolation of diazonium salts. The transformation has short reaction times, a simple workup, and insensitivity to moisture and air and avoids excess halogenation. DFT calculations support a SRN1 mechanism. This method represents a convenient alternative to the classic Sandmeyer reaction.

Bromination by means of sodium monobromoisocyanurate (SMBI)

A variety of aromatic compounds with both activating and deactivating substituents were brominated with sodium monobromoisocyanurate (SMBI) 1, diethyl ether, diethyl ether-methanesulfonic acid, trifluoroacetic acid, or sulfuric acid were employed as solvents. Thus nitrobenzene was conveniently brominated in sulfuric acid, benzene was readily monobrominated in diethyl ether-methanesulfonic acid, and phenol was selectively brominated at the ortho position under mild conditions in refluxing diethyl ether. With substituents that are easily protonated, trifluoroacetic acid may be employed as solvent in the reaction with 1, in contrast NBS was ineffective in trifluoroacetic acid. This renders 1 a superior reagent relative to NBS. In addition to aromatics, alkenes, ketones and esters were also brominated with 1. Diethyl malonate was brominated with 1 and then subjected to a Bingel reaction with NaH to afford the desired methanofullerene in reasonable yield.