34576-83-5

Basic information

• Product Name: 3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE
• Synonyms: 3-CHLORO-6-FLUORO-BENZO [B] THIOPHENE-2-CARBONYL C;3-chloro-6-fluoro-1-benzothiophene-2-carbonyl chloride;benzo[b]thiophene-2-carbonyl chloride, 3-chloro-6-fluoro-;3-Chloro-6-fluoro-1-benzothiophene-2-carbonyl chloride, 3-Chloro-2-(chlorocarbonyl)-6-fluoro-1-benzothiophene;3-chloro-6-fluoro-2-benzothiophenecarbonyl chloride
• CAS NO: 34576-83-5
• Molecular Formula: C₉H₃Cl₂FOS
• Molecular Weight: 249.0917
• Product Categories: Benzothiophenes;BenzothiophenesHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 34576-83-5.mol

Chemical Properties

• Melting Point: 108-112 °C(lit.)
• Boiling Point: 345.7°Cat760mmHg
• Flash Point: 162.9°C
• Appearance: /
• Density: 1.600
• Vapor Pressure: 6.06E-05mmHg at 25°C
• Refractive Index: 1.662
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE(34576-83-5)
• EPA Substance Registry System: 3-CHLORO-6-FLUOROBENZOTHIOPHENE-2-CARBONYL CHLORIDE(34576-83-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-24/25-45-36/37/39-26-20
• RIDADR: UN3261
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 34576-83-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-6-fluorobenzothiophene-2-carbonyl chloride is used as a synthetic intermediate for the development of new pharmaceutical compounds. Its incorporation into the molecular structures of drugs allows for the enhancement of their therapeutic properties, such as potency, selectivity, and pharmacokinetics.
Used in Agrochemical Industry:
In the agrochemical sector, 3-chloro-6-fluorobenzothiophene-2-carbonyl chloride is utilized as a key component in the synthesis of innovative agrochemicals. Its ability to form new chemical entities contributes to the creation of more effective and environmentally friendly pesticides and herbicides.
Used in Materials Science:
3-Chloro-6-fluorobenzothiophene-2-carbonyl chloride is employed as a precursor in the development of advanced materials with unique properties. Its role in the synthesis of heterocyclic compounds enables the production of materials with potential applications in various fields, such as electronics, optoelectronics, and nanotechnology.
Used in Heterocyclic Compound Synthesis:
3-Chloro-6-fluorobenzothiophene-2-carbonyl chloride is used as a building block in the synthesis of heterocyclic compounds with potential biological and medicinal applications. Its structural features and reactivity make it a valuable component in the design and creation of novel heterocyclic systems with promising therapeutic properties.

InChI:InChI=1/C9H3Cl2FOS/c10-7-5-2-1-4(12)3-6(5)14-8(7)9(11)13/h1-3H

Upstream product

• 459-32-5 4-fluorocinnamic acid 
• 459-32-5 (E)-4-fluorocinnamic acid 
• 14290-66-5 (Z)-3-(4-fluorophenyl)acrylic acid 

Downstream Products

• 1401533-10-5 C₃₁H₃₁ClFN₃O₃S 
• 1401533-19-4 C₂₇H₂₇ClFN₃O₃S 
• 1401533-15-0 C₂₈H₃₁ClFN₃O₄S 
• 1333167-36-4 5-(4-phenoxyphenyl)-5-(4-(3-chloro-6-fluorobenzo[b]thiophene-2-carbonyl)-1,4-diazepan-1-yl)pyrimidine-2,4,6-(1H,3H,5H)-trione 
• 1279713-93-7 (S)-2-(3-chloro-6-fluorobenzo[b]thiophene-2-carboxamido)-3-(4-hydroxyphenyl)propanoic acid 
• 1254968-29-0 (3-chloro-6-fluoro-1-benzothiophen-2-yl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methanone 
• 133902-21-3 3-Chloro-6-fluoro-N-(4'-fluorophenyl)benzothiophene-2-carboxamide 
• 133902-20-2 3-Chloro-6-fluoro-N-(2'-fluorophenyl)benzothiophene-2-carboxamide 

Relevant articles and documents

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.

Construction of Heteroacenes with Fused Thiophene and Pyrrole Rings via the Fischer Indolization Reaction

A convenient approach to ladder-type 6H-benzo[4′,5′]thieno[2′,3′:4,5]thieno[3,2-b]indoles bearing various substituents in both terminal benzene rings has been developed. The protocol suggested for preparing these N,S-heteroacenes is based on using easily

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

PIPERIDIN-4-YL-AZETIDINE DIAMIDES AS MONOACYLGLYCEROL LIPASE INHIBITORS

Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds, and enantiomers, diastereomers, and pharmaceutically acceptable salts thereof, are represented by Formula (I) as follows: wherein Y, Z, and R are defined herein.

The Synthesis of Difluorobenzothienoquinolines and Their N-Methyl Quaternary Salts

A series of difluorobenzothienoquinolines has been prepared by photocyclization of the appropriate carboxamides.The lactams obtained were converted into the corresponding chloro derivatives which were catalytically dechlorinated into the difluorobenzothienoquinolines.The latter compounds were transformed into the N-methyl quaternary salts.

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.