1-Benzothiophene-3-sulfonyl chloride

Base Information

• Chemical Name: 1-Benzothiophene-3-sulfonyl chloride
• CAS No.: 18494-87-6
• Molecular Formula: C8H5ClO2S2
• Molecular Weight: 232.711
• Hs Code.: 2934999090
• European Community (EC) Number: 836-246-8
• DSSTox Substance ID: DTXSID90380000
• Nikkaji Number: J1.952.147H
• Wikidata: Q72440047
• Mol file: 18494-87-6.mol

Synonyms:18494-87-6;1-benzothiophene-3-sulfonyl chloride;Benzothiophene-3-sulfonyl Chloride;Benzo[b]thiophene-3-sulfonyl chloride;MFCD02681897;C8H5ClO2S2;Benzothiophene-3-sulfonylchloride;3-(Chlorosulphonyl)-1-benzothiophene;SCHEMBL288542;3-chlorosulphonyl-benzothiophene;DTXSID90380000;WYYRQMZTUXFUTC-UHFFFAOYSA-N;3-Chlorosulphonyl-1-benzothiophene;AKOS015899518;VS-0350;1-BENZOTHIOPHENE-3-SULFONYLCHLORIDE;B6229;FT-0607378;EN300-203929;N12250;1-benzothiophene-3-sulfonyl chloride, AldrichCPR;A812897;J-504231

Chemical Property of 1-Benzothiophene-3-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 2.57E-05mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.672
• Boiling Point: 369.2 °C at 760 mmHg
• Flash Point: 177.1 °C
• PSA: 70.76000
• Density: 1.554 g/cm³
• LogP: 3.90960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Sparingly soluble in water (0.091 g/L at 25°C).
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 231.9419494
• Heavy Atom Count: 13
• Complexity: 283

Purity/Quality:

97% ^*data from raw suppliers

Benzo[b]thiophene-3-sulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)S(=O)(=O)Cl
• Uses: Benzo[b]thiophene-3-sulfonyl chloride is used as a pharmaceutical intermediate.

Technology Process of 1-Benzothiophene-3-sulfonyl chloride

There total 3 articles about 1-Benzothiophene-3-sulfonyl chloride 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: 6.0%

potassium 3-thianaphthenesulfonate (66225-23-8) → benzo[b]thiophene-3-sulfonyl chloride (18494-87-6)

Guidance literature:

potassium 3-thianaphthenesulfonate;

With phosphorus pentachloride; for 1h; Neat (no solvent);

DOI:10.1016/j.bmcl.2008.06.064

Reference yield:

Benzo[b]thiophene (95-15-8,11095-43-5) → benzo[b]thiophene-3-sulfonyl chloride (18494-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; acetic acid / 0 - 20 °C

2: phosphorus pentachloride / 1 h / 20 °C

With phosphorus pentachloride; sulfuric acid; acetic acid;

Reference yield:

→ benzo[b]thiophene-3-sulfonyl chloride (18494-87-6)

Guidance literature:

Thionaphthen, 1)konz.H2SO4, Ac2O, <20grad (-> Sulfonsaeure; Isolierung als K-Salz) 2)PCl5 (neben 3-Acetylthionaphthen);

DOI:10.1007/BF00918624

upstream raw materials:

potassium 3-thianaphthenesulfonate

Benzo[b]thiophene

Downstream raw materials:

5-Bromo-2-[benzothiophene-3-sulfonyl]amino benzoic acid

tert-butyl 5-{[(1-benzothiophen-3-yl)sulfonyl](benzyl)amino}-3-[2-(diethylamino)ethoxy]-2-methyl-1H-indole-1-carboxylate