2-Fluorobenzenesulfonyl chloride

Base Information

• Chemical Name: 2-Fluorobenzenesulfonyl chloride
• CAS No.: 2905-21-7
• Molecular Formula: C6H4ClFO2S
• Molecular Weight: 194.614
• Hs Code.: 29049090
• Mol file: 2905-21-7.mol

Synonyms:Benzenesulfonylchloride, o-fluoro- (7CI);2-Fluorobenzene-1-sulfonyl chloride;o-Fluorobenzenesulfonyl chloride;

Chemical Property of 2-Fluorobenzenesulfonyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 2.09E-05mmHg at 25°C
• Melting Point: 27-30 °C(lit.)
• Refractive Index: n20/D 1.537(lit.)
• Boiling Point: 242 °C at 760 mmHg
• Flash Point: 100.2 °C
• PSA: 42.52000
• Density: 1.493 g/cm³
• LogP: 2.83400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive

Purity/Quality:

99% ^*data from raw suppliers

2-Fluorobenzenesulfonyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 2-Fluorobenzenesulfonyl chloride may be used in the preparation of the following furan derivatives:2-(2-fluorophenyl)benzofuran2-butyl-5-(2-fluorophenyl)furan2-(2-fluorophenyl)-3,6-dimethyl-4,5,6,7-tetrahydrobenzofuranIt may also be used to prepare:2-fluorobenzenesulfonamidemethyl 2-{[(2-fluorophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylatepotassium fluorobenzene-2-sulfonate1-(2-bromobenzyl)-2-(2-fluorophenyl)pyrrole

Technology Process of 2-Fluorobenzenesulfonyl chloride

There total 3 articles about 2-Fluorobenzenesulfonyl 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: 75.0%

2-fluorothiophenol (2557-78-0) → 2-fluorobenzenesulfonyl chloride (2905-21-7)

Guidance literature:

With ammonium nitrate; hydrogenchloride; oxygen; In water; acetonitrile; at 60 ℃; for 2h; Green chemistry;

DOI:10.1039/c7gc00556c

Reference yield:

2-Fluoroaniline (348-54-9) → 2-fluorobenzenesulfonyl chloride (2905-21-7)

Guidance literature:

Multistep reaction; (i) NaNO₂, aq. HCl, (ii) SO₂, CuCl₂, KCl, benzene, dioxane;

Reference yield:

→ 2-fluorobenzenesulfonyl chloride (2905-21-7)

Guidance literature:

upstream raw materials:

2-Fluoroaniline

2-fluorothiophenol

Downstream raw materials:

2-ethoxycarbonyl-1-(2-fluorobenzenesulfonyl)-1H-pyrrole

2-fluoro-benzenesulfonic acid 2-amino-3-methyl-phenyl ester

N-(2-fluorobenzenesulfonyl)-L-serine methyl ester

trans-4-[(2-fluorobenzenesulfonamido)methyl]cyclohexanecarboxylic acid

Refernces

A modular reaction pairing approach to the diversity-oriented synthesis of fused- and bridged-polycyclic sultams

10.1021/ol201962n

The research aims to develop a new method for synthesizing a diverse collection of benzofused sultams, which are cyclic sulfonamides with potential applications in drug discovery. The study employs a reaction pairing strategy involving a triad of reactions: sulfonylation, SNAr addition, and Mitsunobu alkylation. By varying the order of these reactions and using different building blocks such as o-fluorobenzenesulfonyl chlorides, amines, and alcohols, the researchers were able to generate a variety of tricyclic and bicyclic benzofused sultams. Key chemicals used include (S)-prolinol, propargylamine, (R)-(t)-3-hydroxypyrrolidine, and 2-piperidinemethanol. The study concludes that this approach allows for rapid and efficient synthesis of diverse sultam scaffolds in just 2-3 steps, making it highly suitable for high-throughput screening (HTS) in drug discovery. The synthesized compounds were found to be structurally diverse and unique compared to existing analogs, as demonstrated through chemical informatics analysis.