5-FLUOROBENZO[B]THIOPHENE

Base Information

• Chemical Name: 5-FLUOROBENZO[B]THIOPHENE
• CAS No.: 70060-12-7
• Molecular Formula: C8H5FS
• Molecular Weight: 152.192
• Mol file: 70060-12-7.mol

Synonyms:5-fluoro-1-benzothiophene;

Chemical Property of 5-FLUOROBENZO[B]THIOPHENE

Chemical Property:

• Boiling Point: 59-61 °C(Press: 2 Torr)
• PSA: 28.24000
• Density: 1.298±0.06 g/cm3(Predicted)
• LogP: 3.04040
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Fluorobenzo[b]thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-FLUOROBENZO[B]THIOPHENE

There total 10 articles about 5-FLUOROBENZO[B]THIOPHENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(2,2-diethoxyethyl)(4-fluorophenyl)sulfane (153687-44-6) → 5-fluorobenzo[b]thiophene (70060-12-7)

Guidance literature:

With PPA; chlorobenzene; for 24h; Heating;

DOI:10.1002/jhet.5570300442

Reference yield: 93.0%

5-fluorobenzo[b]thiophene-2-carboxylic acid (70060-13-8) → 5-fluorobenzo[b]thiophene (70060-12-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 200 ℃; for 2h; Microwave irradiation;

DOI:10.1021/acs.jmedchem.5b01374

Reference yield: 18.0%

1-Chloro-4-fluorobenzene (352-33-0) → fluorobenzene (462-06-6) + 5-fluorobenzo[b]thiophene (70060-12-7) + 4-Fluorothiophenol (371-42-6) + 4,4'-difluorodiphenyl sulfide (404-38-6)

Guidance literature:

With hydrogen sulfide; at 700 ℃; for 1.5h; Further Variations:; Temperatures; Reagents; Product distribution; Kinetics;

upstream raw materials:

(2,2-diethoxyethyl)(4-fluorophenyl)sulfane

1-Chloro-4-fluorobenzene

(4-fluorophenylthio)-acetaldehyde dimethyl acetal

5-fluorobenzo[b]thiophene-2-carboxylic acid

Downstream raw materials:

2-amino-5-fluorobenzothiophene

O-Benzyl-N-[1-(5-fluoro-benzo[b]thiophen-2-yl)-ethyl]-hydroxylamine

3-chloro-1-(5-fluorobenzo[b]thiophen-3-yl)propan-1-one

4-(5-fluoro-benzo[b]thiophen-2-yl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique. "Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands". supporting information. p. 8267 - 8276. Retrieved 2017/06/27.
• 2、 Terzi?, Natasa,Konstantinovi?, Jelena,Tot, Miklo?,Burojevi?, Jovana,Djurkovi?-Djakovi?, Olgica,Srbljanovi?, Jelena,?tajner, Tijana,Verbi?, Tatjana,Zlatovi?, Mario,Machado, Marta,Albuquerque, Inês S.,Prudêncio, Miguel,Sciotti, Richard J.,Pecic, Stevan,D'Alessandro, Sarah,Taramelli, Donatella,?olaja, Bogdan A.. "Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?". supporting information. p. 264 - 281. Retrieved 2016/01/29.