4-Chloro-2-fluoro-5-sulfamoylbenzoic acid

Base Information

• Chemical Name: 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid
• CAS No.: 4793-22-0
• Molecular Formula: C7H5ClFNO4S
• Molecular Weight: 253.638
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID10499224
• Wikidata: Q72451548
• Mol file: 4793-22-0.mol

Synonyms:4793-22-0;4-chloro-2-fluoro-5-sulfamoylbenzoic acid;4-Chloro-2-fluoro-5-sulfamylbenzoic acid;2-Fluoro-4-chloro-5-sulfamoyl benzoic acid;4-CHLORO-2-FLUORO-5-SULPHAMOYLBENZOIC ACID;4-Chloro-2-fluoro-5-sulfamylbenzoicacid;5-(AMINOSULFONYL)-4-CHLORO-2-FLUOROBENZOIC ACID;2-fluoro-4-chloro-5-sulfamoylbenzoic acid;Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-fluoro-;SCHEMBL2876194;DTXSID10499224;FDPTZONHYRXKLK-UHFFFAOYSA-N;MFCD03265327;AKOS000130850;AC-10953;AS-10855;CS-0031386;FT-0635445;EN300-270678;4-chloranyl-2-fluoranyl-5-sulfamoyl-benzoic acid;A827400

Chemical Property of 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.601
• Boiling Point: 474.756 °C at 760 mmHg
• Flash Point: 240.924 °C
• PSA: 105.84000
• Density: 1.725 g/cm³
• LogP: 2.60580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 252.9611847
• Heavy Atom Count: 15
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2-fluoro-5-sulfamylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1S(=O)(=O)N)Cl)F)C(=O)O
• Chemical Composition and Structure: 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid belongs to the category of pharmaceutical materials and typically has a purity of 98%.
• Uses and Mechanism of Action: Furosemide, derived from 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid, is a diuretic sulfonamide used in the treatment of conditions such as edema and hypertension. It acts as an inhibitor of urine dilution and concentration, providing rapid diuresis. 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid serves as a key intermediate in the synthesis of furosemide, facilitating the condensation reaction with furfurylamine to produce the desired pharmaceutical product.
• Production Methods: The synthesis of 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid involves a multi-step process, including photochlorination of 4-chloro-2-fluoro-toluene to obtain 4-chloro-2-fluoro-benzotrichloride, chlorosulfonylation of the latter, and subsequent ammonolysis to yield the target compound.

Technology Process of 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid

There total 3 articles about 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid 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: 90.0%

4-chloro-2-fluorobenzoic acid (446-30-0) → 4-chloro-2-fluoro-5-sulfamoylbenzoic acid (4793-22-0)

Guidance literature:

4-chloro-2-fluorobenzoic acid; With chlorosulfonic acid; lithium chloride; at 80 - 120 ℃; for 6h;

With sodium carbonate; ammonium chloride; for 1h; Temperature; Reagent/catalyst;

Reference yield:

4-chloro-2-fluoro-5-chlorosulfonylbenzoic acid (56447-54-2) → 4-chloro-2-fluoro-5-sulfamoylbenzoic acid (4793-22-0)

Guidance literature:

With ammonia; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

Reference yield:

→ 4-chloro-2-fluoro-5-sulfamoylbenzoic acid (4793-22-0)

Guidance literature:

4-Chloro-5-chlorosulfonyl-2-fluoro-benzoic acid, conc.NH3;

upstream raw materials:

4-chloro-2-fluorobenzoic acid

4-chloro-2-fluoro-5-chlorosulfonylbenzoic acid

Downstream raw materials:

C₃₅H₃₈ClF₂N₅O₃S

4-chloro-2-furfurylamino-5-sulfamoyl-benzoic acid

Refernces

• 1、 -. "Synthetic method of Azosemide intermediate". Paragraph 0026-0035. . Retrieved 2020/10/04.
• 2、 Kazmierski, Wieslaw M.,Anderson, Don L.,Aquino, Christopher,Chauder, Brian A.,Duan, Maosheng,Ferris, Robert,Kenakin, Terrence,Koble, Cecilia S.,Lang, Dan G.,Mcintyre, Maggie S,Peckham, Jennifer,Watson, Christian,Wheelan, Pat,Spaltenstein, Andrew,Wire, Mary B.,Svolto, Angilique,Youngman, Michael. "Novel 4,4-disubstituted piperidine-based C-C chemokine receptor-5 inhibitors with high potency against human immunodeficiency virus-1 and an improved human ether-a-go-go related gene (hERG) profile". scheme or table. p. 3756 - 3767. Retrieved 2011/07/30.