5-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride

Base Information

• Chemical Name: 5-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride
• CAS No.: 166964-33-6
• Molecular Formula: C₉H₆Cl₂O₂S₂
• Molecular Weight: 281.183
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID10370923
• Nikkaji Number: J1.319.600A
• Wikidata: Q82158107
• Mol file: 166964-33-6.mol

Synonyms:166964-33-6;5-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride;5-chloro-3-methyl-1-benzothiophene-2-sulfonyl chloride;5-chloro-3-methylbenzo[b]thiophene-2-sulphonyl chloride;5-chloro-3-methyl-benzothiophene-2-sulfonyl Chloride;MFCD00173797;C9H6Cl2O2S2;5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl;SCHEMBL337593;5-Chloro-3-methylbenzo[b]thiophene -2-sulphonyl chloride;Benzo[b]thiophene-2-sulfonyl chloride, 5-chloro-3-methyl-;DTXSID10370923;JLTUANWNGKWRQO-UHFFFAOYSA-N;BBL102614;STL556417;AKOS005256342;PS-10851;CS-0313062;FT-0620292;F81526;A810802;5-chloro-2-chlorosulfonyl-3-methylbenzo[b]thiophene;5-chloro-3-methylbenzothiophene-2-sulfonyl chloride;5-chloro-3-methylbenzothiophene-2-sulphonyl chloride;5-chloro-3-methyl-2-benzothiophene sulfonyl chloride;5-chloro-3-methylbenzo[b]thiophene-2-sulfonylchloride;(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl chloride;5-chloro-3-methyl-benzo[b]thiophene-2-sulfonyl chloride;5-chloro-3-methyl-benzo[b]thiophene-2-sulphonyl chloride;3-Methyl-5-chlorobenzo[b]thiophene-2-sulfonic acid chloride

Chemical Property of 5-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 1.1E-06mmHg at 25°C
• Melting Point: 153 °C
• Refractive Index: 1.658
• Boiling Point: 414.037 °C at 760 mmHg
• Flash Point: 204.202 °C
• PSA: 70.76000
• Density: 1.58 g/cm³
• LogP: 4.87140
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 279.9186272
• Heavy Atom Count: 15
• Complexity: 339

Purity/Quality:

98%min ^*data from raw suppliers

5-Chloro-3-methylbenzo[B]thiophene-2-sulfonylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=C1C=C(C=C2)Cl)S(=O)(=O)Cl

Technology Process of 5-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride

There total 4 articles about 5-Chloro-3-methylbenzo[b]thiophene-2-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: 50.3%

potassium 5-chloro-3-methylbenzo[b]thiophene-2-sulfonate → 5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride (166964-33-6)

Guidance literature:

With trichlorophosphate; at 60 ℃; for 12h;

Reference yield:

5-chloro-3-methylbenzo(b)thiophene (19404-18-3) → 5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride (166964-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; acetic anhydride / ethyl acetate / 4 h / 20 °C

2: trichlorophosphate / 12 h / 60 °C

With sulfuric acid; acetic anhydride; trichlorophosphate; In ethyl acetate;

Reference yield:

p-Chlorothiophenol (106-54-7) → 5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride (166964-33-6)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 2 h / Reflux

2: polyphosphoric acid / chlorobenzene / 19 h / Reflux

3: sulfuric acid; acetic anhydride / ethyl acetate / 4 h / 20 °C

4: trichlorophosphate / 12 h / 60 °C

With sulfuric acid; acetic anhydride; potassium carbonate; trichlorophosphate; In ethyl acetate; chlorobenzene; acetone;

upstream raw materials:

p-Chlorothiophenol

(p-chlorophenylthio)acetone

5-chloro-3-methylbenzo(b)thiophene

Downstream raw materials:

5-Chloro-3-methyl-benzo[b]thiophene-2-sulphonic acid [4-methoxy-3-(1-methylpyrrolidin-3-yloxy)-phenyl]-amide

5-chloro-3-methyl-benzo[b]thiophene-2-sulfonic acid amide

Refernces