(rac)-4-fluorobenzenesulfinamide

Base Information

• Chemical Name: (rac)-4-fluorobenzenesulfinamide
• CAS No.: 1264737-44-1
• Molecular Formula: C₆H₆FNOS
• Molecular Weight: 159.184
• Mol file: 1264737-44-1.mol

Synonyms:(rac)-4-fluorobenzenesulfinamide

Chemical Property of (rac)-4-fluorobenzenesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (rac)-4-fluorobenzenesulfinamide

There total 5 articles about (rac)-4-fluorobenzenesulfinamide 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: 80.0%

4-fluorobenzenesulfinic acid methyl ester (455-15-2) → (rac)-4-fluorobenzenesulfinamide (1264737-44-1)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/ol103030w

Reference yield: 72.0%

4-Fluorothiophenol (371-42-6) → (rac)-4-fluorobenzenesulfinamide (1264737-44-1)

Guidance literature:

With methanol; [2,2]bipyridinyl; O-pivaloylhydroxylamine trifluoromethanesulfonate salt; iron(II) chloride; In dichloromethane; at 25 ℃; for 16h; Sealed tube;

DOI:10.1002/anie.202011138

Reference yield: 67.0%

4-fluorobenzenesulfinyl chloride (50986-83-9) → (rac)-4-fluorobenzenesulfinamide (1264737-44-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; ethyl acetate; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.0c00334

upstream raw materials:

bis(4-fluorophenyl)disulfide

4-fluorobenzenesulfinic acid methyl ester

4-Fluorothiophenol

4-fluorobenzenesulfinyl chloride

Downstream raw materials:

N-benzoyl-4-fluorophenyl sulfonimidoyl fluoride

N-(4-fluorobenzenesulfinyl)benzamide

Refernces

• 1、 Groleau, Robin R.,Chapman, Robert S. L.,Ley-Smith, Harry,Liu, Liyuan,James, Tony D.,Bull, Steven D.. "A Three-Component Derivatization Protocol for Determining the Enantiopurity of Sulfinamides by 1H and 19F NMR Spectroscopy". . p. 1208 - 1215. Retrieved 2020/01/02.
• 2、 Ma, Long-jun,Li, Guang-xun,Huang, Jin,Zhu, Jin,Tang, Zhuo. "Synthesis of asymmetrical thioethers with sulfinamides as the sulfenylation agent under metal-free conditions". supporting information. p. 4255 - 4258. Retrieved 2018/10/31.