5-Fluoro-2-methoxybenzenesulfonyl chloride

Base Information

• Chemical Name: 5-Fluoro-2-methoxybenzenesulfonyl chloride
• CAS No.: 67475-56-3
• Molecular Formula: C7H6ClFO3S
• Molecular Weight: 224.64
• Hs Code.: 2909309090
• European Community (EC) Number: 833-487-0
• DSSTox Substance ID: DTXSID70382643
• Wikidata: Q82173992
• Mol file: 67475-56-3.mol

Synonyms:67475-56-3;5-fluoro-2-methoxybenzenesulfonyl chloride;5-fluoro-2-methoxybenzene-1-sulfonyl chloride;5-fluoro-2-methoxy-benzenesulfonyl Chloride;BENZENESULFONYL CHLORIDE, 5-FLUORO-2-METHOXY-;5-fluoro-2-methoxybenzenesulphonyl chloride;Benzenesulfonyl chloride, 5-fluoro-2-methoxy- (9CI);SCHEMBL1127669;DTXSID70382643;LUEBMKPHZDSPFH-UHFFFAOYSA-N;BCP34425;MFCD03618459;AKOS000302964;CS-W022379;5-Fluoro-2-methoxyphenylsulfonyl chloride;AS-33263;5-fluoro-2-methoxybenzene-1-sulfonylchloride;AM20040994;BB 0259956;FT-0678001;FT-0686455;FT-0686845;5-fluoro-2-(methyloxy)benzenesulfonyl chloride;A24488;EN300-211287;Benzenesulfonyl chloride,5-fluoro-2-methoxy-(9ci);F1967-0095

Chemical Property of 5-Fluoro-2-methoxybenzenesulfonyl chloride

Chemical Property:

• Vapor Pressure: 0.00114mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 309.8 °C at 760 mmHg
• Flash Point: 141.2 °C
• PSA: 51.75000
• Density: 1.455 g/cm³
• LogP: 2.84260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 223.9710211
• Heavy Atom Count: 13
• Complexity: 261

Purity/Quality:

99.3% ^*data from raw suppliers

5-Fluoro-2-methoxybenzenesulfonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)F)S(=O)(=O)Cl
• Uses: 5-Fluoro-2-methoxybenzenesulfonyl chloride

Technology Process of 5-Fluoro-2-methoxybenzenesulfonyl chloride

There total 2 articles about 5-Fluoro-2-methoxybenzenesulfonyl 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: 97.0%

1-fluoro-4-methoxybenzene (459-60-9) → 5-fluoro-2-methoxybenzene-1-sulfonyl chloride (67475-56-3)

Guidance literature:

With chlorosulfonic acid; at 0 - 25 ℃; for 0.5h;

DOI:10.1002/chem.202003852

Reference yield:

4-Fluorophenol (371-41-5) → 5-fluoro-2-methoxybenzene-1-sulfonyl chloride (67475-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 3 h / Reflux

2: chlorosulfonic acid / chloroform / 2 h / 0 - 20 °C

With chlorosulfonic acid; potassium carbonate; In chloroform; acetone;

DOI:10.1016/j.bmc.2015.02.043

Reference yield: 97.0%

7-amino-4-(2,4-dimethoxybenzyl)-3,4-dihydropyrido[3,2-f][1,4]oxazepin-5(2H)-one + 5-fluoro-2-methoxybenzene-1-sulfonyl chloride (67475-56-3) → N-[4-(2,4-dimethoxybenzyl)-5-oxo-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-7-yl]-5-fluoro-2-methoxybenzenesulfonamide

Guidance literature:

With pyridine; at 80 ℃; for 2h;

upstream raw materials:

1-fluoro-4-methoxybenzene

4-Fluorophenol

Downstream raw materials:

N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-5-fluoro-2-methoxy-benzenesulfonamide

5-fluoro-2-methoxy-N-(5-propyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide

5-fluoro-N-(5-isopropyl-[1,3,4]thiadiazol-2-yl)-2-methoxy-benzenesulfonamide

N-(5-butyl-[1,3,4]thiadiazol-2-yl)-5-fluoro-2-methoxy-benzenesulfonamide

Refernces

• 1、 Pinkerton, Anthony B.,Sergienko, Eduard,Bravo, Yalda,Dahl, Russell,Ma, Chen-Ting,Sun, Qing,Jackson, Michael R.,Cosford, Nicholas D.P.,Millán, José Luis. "Discovery of 5-((5-chloro-2-methoxyphenyl)sulfonamido)nicotinamide (SBI-425), a potent and orally bioavailable tissue-nonspecific alkaline phosphatase (TNAP) inhibitor". . p. 31 - 34. Retrieved 2017/11/27.
• 2、 Bouider, Nafila,Fhayli, Wassim,Ghandour, Zeinab,Boyer, Marjorie,Harrouche, Kamel,Florence, Xavier,Pirotte, Bernard,Lebrun, Philippe,Faury, Gilles,Khelili, Smail. "Design and synthesis of new potassium channel activators derived from the ring opening of diazoxide: Study of their vasodilatory effect, stimulation of elastin synthesis and inhibitory effect on insulin release". . p. 1735 - 1746. Retrieved 2015/03/30.