6-Chlorobenzo[b]thiophene

Base Information

• Chemical Name: 6-Chlorobenzo[b]thiophene
• CAS No.: 66490-20-8
• Molecular Formula: C8H5ClS
• Molecular Weight: 168.647
• DSSTox Substance ID: DTXSID60496349
• Wikidata: Q72517298
• Mol file: 66490-20-8.mol

Synonyms:6-chlorobenzo[b]thiophene;66490-20-8;6-Chlorobenzothiophene;6-chloro-1-benzothiophene;MFCD18451626;SCHEMBL156335;DTXSID60496349;APAMKXUATGRDBB-UHFFFAOYSA-N;AKOS025402936;AS-40779;SY322717;CS-0119377;FT-0722312;A923826

Chemical Property of 6-Chlorobenzo[b]thiophene

Chemical Property:

• Melting Point: 42-43℃
• Boiling Point: 125 °C(Press: 15 Torr)
• PSA: 28.24000
• Density: 1.349±0.06 g/cm3(Predicted)
• LogP: 3.55470
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 167.9800490
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

6-Chlorobenzothiophene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CS2)Cl

Technology Process of 6-Chlorobenzo[b]thiophene

There total 9 articles about 6-Chlorobenzo[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: 100.0%

6-chlorobenzo[b]thiophene-2-carboxylic acid (26018-73-5) → 6-chlorobenzo[b]thiophene (66490-20-8)

Guidance literature:

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

DOI:10.1016/j.tetlet.2004.11.005

Reference yield: 40.0%

(m-Chlor-phenyl-mercapto)-acetaldehyd-diaethyl-acetal (180160-64-9) → 6-chlorobenzo[b]thiophene (66490-20-8) + 4-chlorobenzothiophene (66490-33-3) + bis(3-chlorophenyl) disulfide (19742-92-8)

Guidance literature:

With PPA; Polyphosphoric acid (PPA); In chlorobenzene; for 3.75h; Heating / reflux;

Reference yield:

1-chloro-3-(2,2-dimethoxyethylsulfanyl)benzene (205054-85-9) → 6-chlorobenzo[b]thiophene (66490-20-8) + 4-chlorobenzothiophene (66490-33-3)

Guidance literature:

With phosphoric acid; In chlorobenzene; for 6h; Heating / reflux;

upstream raw materials:

6-chloro-benzo[b]thiophen-3-ol

6-aminobenzothiophene

6-chlorobenzo[b]thiophene-2-carboxylic acid

4,4'-dichloro-2,2'-disulfanediyl-di-benzoic acid

Refernces

• 1、 -. "GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES". Paragraph 000924. . Retrieved 2015/04/15.
• 2、 -. "Substituted oxoazaheterocyclyl compounds". Page/Page column 68. . Retrieved 2008/06/13.