4-Fluoro-3-nitrobenzenesulfonamide

Base Information

• Chemical Name: 4-Fluoro-3-nitrobenzenesulfonamide
• CAS No.: 406233-31-6
• Molecular Formula: C6H5 F N2 O4 S
• Molecular Weight: 220.181
• Hs Code.: 2935009090
• European Community (EC) Number: 833-618-1
• DSSTox Substance ID: DTXSID60588415
• Wikidata: Q72475215
• Mol file: 406233-31-6.mol

Synonyms:4-Fluoro-3-nitrobenzenesulfonamide;406233-31-6;4-Fluoro-3-nitro-benzenesulfonamide;4-fluoro-3-nitrobenzene-1-sulfonamide;MFCD08703185;Benzenesulfonamide, 4-fluoro-3-nitro-;SCHEMBL523202;AMY809;DTXSID60588415;FAYVDRRKPVJSPE-UHFFFAOYSA-N;3-Nitro-4-Fluorobenzenesulfonamide;4- fluoro-3-nitrobenzenesulfonamide;CS-D0924;4-Fluoro-3-nitrobenzene sulfonamide;4-Fluoro-3-nitrobenzenesulfonamide?;4-F luoro-3-nitrobenzene sulfonamide;AKOS000138167;AKOS015965546;AC-1878;GS-4320;SB17745;SY004898;DB-013398;F1172;EN300-109523;4-fluoro-3-nitro-benzenesulfonamide, AldrichCPR;A825202;J-515380

Chemical Property of 4-Fluoro-3-nitrobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 137.0 to 141.0 °C
• Boiling Point: 411.103oC at 760 mmHg
• PKA: 9.39±0.60(Predicted)
• Flash Point: 202.428oC
• PSA: 114.36000
• Density: 1.637
• LogP: 2.68560
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Dimethylformamide, DMSO, Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 219.99540598
• Heavy Atom Count: 14
• Complexity: 320

Purity/Quality:

98% ^*data from raw suppliers

4-Fluoro-3-nitrobenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1S(=O)(=O)N)[N+](=O)[O-])F
• Uses: Reagent used to synthesize substituted arylsulfonamide derivatives 4-Fluoro-3-nitrobenzenesulfonamide used to synthesize substituted arylsulfonamide derivatives

Technology Process of 4-Fluoro-3-nitrobenzenesulfonamide

There total 5 articles about 4-Fluoro-3-nitrobenzenesulfonamide 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: 82.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 4-fluoro-3-nitrobenzenesulfonamide (406233-31-6)

Guidance literature:

ortho-nitrofluorobenzene; With chlorosulfonic acid; at 120 ℃;

With ammonium hydroxide; In isopropyl alcohol; at -60 ℃; for 1h;

Reference yield: 77.6%

4-fluoro-3-nitrobenzene-1-sulfonyl chloride (6668-56-0) → 4-fluoro-3-nitrobenzenesulfonamide (406233-31-6)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; dichloromethane; for 2h; Cooling with ice;

DOI:10.1016/j.bmcl.2018.12.052

Reference yield:

4-fluoro-3-nitro-benzenesulfonic acid (3888-84-4) → 4-fluoro-3-nitrobenzenesulfonamide (406233-31-6)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; dichloromethane; at -78 ℃;

upstream raw materials:

4-fluoro-3-nitrobenzene-1-sulfonyl chloride

ortho-nitrofluorobenzene

ammonium hydroxide

4-fluoro-3-nitro-benzenesulfonic acid

Downstream raw materials:

4-((R)-4-dimethylamino-1-phenylsulfanylmethylbutylamino)-3-nitrobenzenesulfonamide

(S)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid tert-butyl ester

(R)-3-(2-nitro-4-sulfamoylphenylamino)-4-phenylsulfanylbutyric acid tert-butyl ester

4-((R)-5-dimethylamino-1-phenylsulfanylmethylpentylamino)-3-nitrobenzenesulfonamide

Refernces

• 1、 Lis, Christian,Rubner, Stefan,Gr?st, Corinna,Hoffmann, Ralf,Knappe, Daniel,Berg, Thorsten. "iSPAAC: Isomer-Free Generation of a Bcl-xL-Inhibitor in Living Cells". supporting information. p. 13762 - 13766. Retrieved 2018/09/14.
• 2、 -. "INHIBITING B-CELL LYMPHOMA 2 (BCL-2) AND RELATED PROTEINS". Paragraph 00160. . Retrieved 2017/09/05.