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
• Article Data: 6

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

General Description

3-Chloro-6-fluorobenzothiophene-2-carbonyl chloride is an organic compound with the chemical formula C10H4ClF1O1S1. It is a chlorinated fluorobenzothiophene derivative with a carbonyl chloride functional group. The compound is a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and materials science. It is utilized to add the carbonyl chloride group to other molecules, allowing for the formation of new chemical bonds and the creation of more complex organic compounds. The compound is also a key building block in the development of new heterocyclic compounds with potential biological and medicinal applications.

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

Downstream Products

• 133902-20-2 3-Chloro-6-fluoro-N-(2'-fluorophenyl)benzothiophene-2-carboxamide 
• 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 

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.

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

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.