6-Fluoro-1-benzothiophen-2(3H)-one

Base Information

• Chemical Name: 6-Fluoro-1-benzothiophen-2(3H)-one
• CAS No.: 70931-82-7
• Molecular Formula: C8H5FOS
• Molecular Weight: 168.192
• DSSTox Substance ID: DTXSID90507331
• Wikidata: Q82363498
• Mol file: 70931-82-7.mol

Synonyms:70931-82-7;6-Fluoro-1-benzothiophen-2(3H)-one;SCHEMBL9641861;DTXSID90507331

Chemical Property of 6-Fluoro-1-benzothiophen-2(3H)-one

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 168.00451411
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=C(C=C2)F)SC1=O

Technology Process of 6-Fluoro-1-benzothiophen-2(3H)-one

There total 1 articles about 6-Fluoro-1-benzothiophen-2(3H)-one 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:

sodium (2-amino-4-fluorophenyl)acetate (70931-79-2) → 5,5'-difluorodiphenylsulfide-2,2'-diacetic acid (77795-40-5) + 6-fluorobenzothiophen-2<3H>-one (70931-82-7) + (4-fluoro-2-mercaptophenyl)acetic acid (77795-39-2)

Guidance literature:

With hydrogenchloride; sodium sulfide; sodium hydroxide; acetic acid; zinc; sodium nitrite; Yield given. Multistep reaction; 1) water, 0 degC, 1 h, 2) water 5-10 degC, 2.75 h, 3) reflux, 4 h;

DOI:10.1135/cccc19810118

Reference yield: 14.0%

2-chloro-5-(trifluoromethyl)benzonitrile (328-87-0) + 6-fluorobenzothiophen-2<3H>-one (70931-82-7) → <2-(2-cyano-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid (77795-61-0) + <2-(2-aminocarbonyl-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid (77795-60-9)

Guidance literature:

With potassium carbonate; potassium iodide; In ethanol; water; for 13h; Heating;

DOI:10.1135/cccc19810118

Reference yield:

6-fluorobenzothiophen-2<3H>-one (70931-82-7) → <4-fluoro-2-(4-trifluoromethylphenylthio)phenyl>acetic acid (77795-46-1)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃, KI / ethanol; H₂O / 14 h / Heating

2: hydrazine hydrate / charcoal, FeCl₃ / ethanol / 10 h / Heating

3: 1) NaNO₂,HCl, 2)NaH₂PO₂ / 1) aq. ethanol, 0 degC, 2 h, 2) water, r.t., 3 h

With hydrogenchloride; sodium hypophosphite; potassium carbonate; hydrazine hydrate; potassium iodide; sodium nitrite; iron(III) chloride; pyrographite; In ethanol; water;

DOI:10.1135/cccc19810118

upstream raw materials:

sodium (2-amino-4-fluorophenyl)acetate

Downstream raw materials:

<2-(2-cyano-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid

<2-(2-aminocarbonyl-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid

<4-Fluoro-2-(4-nitrophenylthio)phenyl>acetic acid

<4-fluoro-2-(4-trifluoromethyl-2-nitrophenylthio)phenyl>acetic acid