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Usage

Uses

Used in Organic Synthesis:
3,6-Dichloro-benzo[b]thiophene-2-carbonyl chloride is used as an intermediate for the synthesis of various pharmaceutical compounds, agrochemicals, or functional materials. Its unique structure and reactivity allow for the development of new and innovative products in these industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,6-Dichloro-benzo[b]thiophene-2-carbonyl chloride is used as a building block for the preparation of diverse heterocyclic compounds. These heterocyclic compounds are essential in the development of new drugs with unique therapeutic properties.
Used in Agrochemical Industry:
3,6-Dichloro-benzo[b]thiophene-2-carbonyl chloride is also utilized in the agrochemical industry for the synthesis of new agrochemicals. Its reactivity and functional group make it a valuable component in the creation of effective and targeted agrochemical products.
Safety Precautions:
It is important to handle 3,6-Dichloro-benzo[b]thiophene-2-carbonyl chloride with care, as it is a reactive and potentially hazardous material. Proper safety measures should be taken during its synthesis, storage, and use to minimize risks and ensure the safety of personnel and the environment.

InChI:InChI=1/C9H3Cl3OS/c10-4-1-2-5-6(3-4)14-8(7(5)11)9(12)13/h1-3H

Upstream product

• 1615-02-7 p-chlorocinnamic acid 
• 90725-45-4 acide α bromo β chlorophenylpropionique 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 5676-62-0 (Z)-3-(4-chlorophenyl)acrylic acid 

Downstream Products

• 1281988-46-2 2-(p-toluidino)-2-oxoethyl 3,6-dichIorobenzo[b]thiophene-2-carbothioate 
• 1281988-44-0 2-(4-chlorophenylamino)-2-oxoethyl 3,6-dichIorobenzo[b]thiophene-2-carbothioate 
• 1281988-48-4 2-(4-methoxyphenylamino)-2-oxoethyl 3,6-dichlorobenzo[b]thiophene-2-carbothioate 
• 1281988-35-9 2-oxo-2-(phenylamino)ethyl 3,6-dichlorobenzo[b]thiophene-2-carbothioate 
• 1281988-41-7 2-(3-chlorophenylamino)-2-oxoethyl 3,6-dichlorobenzo[b]thiophene-2-carbothioate 
• 1281988-45-1 2-(4-bromophenylamino)-2-oxoethyl 3,6-dichlorobenzo[b]thiophene-2-carbothioate 
• 1281988-52-0 2-(4-ethoxyphenylamino)-2-oxoethyl 3,6-dichlorobenzo[b] thiophene-2-carbothioate 
• 1281988-38-2 2-(2-chlorophenylamino)-2-oxoethyl 3,6-dichlorobenzo[b]thiophene-2-carbothioate 

Relevant academic research and scientific papers

Accepting the Invitation to Open Innovation in Malaria Drug Discovery: Synthesis, Biological Evaluation, and Investigation on the Structure-Activity Relationships of Benzo[b]thiophene-2-carboxamides as Antimalarial Agents

Malaria eradication is a global health priority, but current therapies are not always suitable for providing a radical cure. Artemisinin has paved the way for the current malaria treatment, the so-called Artemisinin-based Combination Therapy (ACT). However, with the detection of resistance to ACT, innovative compounds active against multiple parasite species and at multiple life stages are needed. GlaxoSmithKline has recently disclosed the results of a phenotypic screening of an internal library, publishing a collection of 400 antimalarial chemotypes, termed the “Malaria Box”. After analysis of the data set, we have carried out a medicinal chemistry campaign in order to define the structure-activity relationships for one of the released compounds, which embodies a benzothiophene-2-carboxamide core. Thirty-five compounds were prepared, and a description of the structural features responsible for the in vitro activity against different strains of P. falciparum, the toxicity, and the metabolic stability is herein reported.

The Synthesis of 1,3,5-triazine Derivatives and JNJ7777120 Analogues with Histamine H4 Receptor Affinity and Their Interaction with PTEN Promoter

The involvement of histamine and H4 receptor (H4R) in cancer has been investigated recently using the H4R agonists and antagonists. The scope of the research project was synthesis and exploration of the consequences of a g

Synthesis, characterization and structure activity relationship studies of benzo[b]thiophene derivatives as promising class of antimicrobial agents

Here we employed simple chemistry for the synthesis of a new potent series of benzo[b]thiophene containing 2-carbonylchlorides (1), 2-isopropyl carboxamides (2), 2-(piperidin-1-yl)-methanones (3) by nucleophilic chloro cyclocondensation of substituted-cin

Synthesis of heterocycles from the products of anionic arylation of unsaturated compounds. 7*. Products of haloarylation of acrylic acid and its esters in the synthesis of benzo[b]thiophene derivatives

3-Chloro-2-chlorocarbonylbenzo[b]thiophenes were obtained on oxidation of Meerwein reaction products, viz. 3-aryl-2-halopropionic acids and their esters, with thionyl chloride in the presence of N-benzyl-N-methylmorpholinium chloride. Disubstituted thioureas were synthesized by the reaction of these compounds with ammonium thiocyanate and aromatic amines, and were cyclized by interaction with iodoacetic acid with the formation of 4-thiazolidinone derivatives. The same cyclization in the presence of aromatic aldehydes leads to the formation of the corresponding 5-arylidene-substituted 4-thiazolidinones.

Process for the synthesis of 3-chlorobenzo[b]thiophene-2-carbonyl chlorides

An improved process for the preparation of 3-chlorobenzo[b]thiophene-2-carbonyl chlorides is described where a cinnamic acid is converted in the presence of thionyl chloride and a 4-N,N'-disubstituted aminopyridine in one step to the desired product.

Sythesis of substituted Benzothiophenes

Cyclization of the cinnamic acids 1a-t and their derivatives 1u,1v, and 1w with thionyl chloride affords the benzothiophenes 2a-t and 2v,w, respectively. 2a and 2v,w have been also prepared in an independent way from the corresponding alkynes and disulfur dichloride.