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Usage

Uses

Used in Pharmaceutical Industry:
3,4-Dichlorobenzo[b]thiophene-2-carbonyl chloride is used as a building block for the production of various pharmaceuticals. Its chemical structure allows for the formation of complex organic molecules that can be used as active ingredients in medications. The reactivity of the acyl chloride group enables it to participate in coupling reactions and other organic transformations, facilitating the synthesis of desired pharmaceutical compounds.
Used in Agrochemical Industry:
In the agrochemical industry, 3,4-dichlorobenzo[b]thiophene-2-carbonyl chloride serves as a key intermediate in the synthesis of various agrochemicals. Its unique structure and reactivity contribute to the development of effective pesticides, herbicides, and other agricultural chemicals that help protect crops and enhance agricultural productivity.
Used as a Reagent in Organic Synthesis:
3,4-Dichlorobenzo[b]thiophene-2-carbonyl chloride is also used as a reagent for the synthesis of other organic compounds. Its acyl chloride group can react with various nucleophiles, such as amines and alcohols, to form amides and esters, respectively. This reactivity makes it a valuable tool in the preparation of a wide range of organic molecules for research and industrial applications.
Laboratory Handling:
Due to its potential hazards, 3,4-dichlorobenzo[b]thiophene-2-carbonyl chloride is handled under careful laboratory conditions. Proper safety measures, such as wearing protective gear and working in a well-ventilated area, are essential to minimize risks associated with its use. Additionally, its reactivity and potential to form hazardous byproducts during reactions require careful monitoring and control to ensure safe and effective synthesis processes.

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

Upstream product

• 704-96-1 trans-2-chlorocinnamic acid 
• 90725-44-3 2-bromo-3-(2-chlorophenyl)propanoic acid 
• 3752-25-8 o-chlorocinnamic acid 
• 704-96-1 (Z)-3-(2-chlorophenyl)acrylic acid 

Downstream Products

• 1401533-09-2 C₃₁H₃₁Cl₂N₃O₃S 
• 1401533-18-3 C₂₇H₂₇Cl₂N₃O₃S 
• 1401533-14-9 C₂₈H₃₁Cl₂N₃O₄S 

Relevant academic research and scientific papers

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.