5323-97-7

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dichloro-benzo[b]thiophene is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, making it a valuable component in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 2,3-dichloro-benzo[b]thiophene is employed as a precursor in the production of pesticides and other agrochemicals. Its chemical properties enable the creation of compounds that can effectively control pests and diseases in agriculture, thereby enhancing crop protection and yield.
Used in Fine Chemicals Industry:
2,3-Dichloro-benzo[b]thiophene also finds application in the synthesis of fine chemicals, which are high-purity chemicals used in various industries such as fragrances, dyes, and specialty chemicals. Its versatility in organic synthesis contributes to the development of novel and high-quality fine chemicals.
It is crucial to handle 2,3-dichloro-benzo[b]thiophene with care due to its toxic and potentially harmful properties, which may pose health and environmental risks. Proper safety measures and disposal methods should be implemented to minimize any adverse effects.

InChI:InChI=1/C8H4Cl2S/c9-7-5-3-1-2-4-6(5)11-8(7)10/h1-4H

Upstream product

• 56-23-5 tetrachloromethane 
• 7782-50-5 chlorine 
• 95-15-8 Benzo[b]thiophene 
• 21211-22-3 3-chloro-1-benzothiophene-2-carboxylic acid 

Downstream Products

• 5461-77-8 2,3-dichloro-benzo[b]thiophene 1,1-dioxide 
• 95-15-8 Benzo[b]thiophene 

Relevant academic research and scientific papers

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.

Aromatic ring opening of fused thiophenes via organolithium addition to sulfur

Organolithium reagents can add to the sulfur atom of thiophenes that are substituted by a chlorine atom and fused to another aromatic system, at -78°C, to give ortho-substituted aryl sulfides.