3-Nitrophenylsulfur Pentafluoride → 3-(Pentafluoro-lambda6-sulfanyl)aniline

HRID 2356658Notes

Reaction equation

HRID 2356658 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([F:15])([F:14])([F:13])([F:12])[F:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[F:11][S:10]([F:12])([F:13])([F:14])([F:15])[C:6]1[CH:5]=[C:4]([NH2:1])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 27757383-Nitrophenylsulfur PentafluorideHCID 178418361HCID 178418361, compound

Product 1

HCID 27791883-(Pentafluoro-lambda6-sulfanyl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2 g (8 mmol) of 3-nitropentafluorosulfanylbenzene (CAS # 2613-26-5) were dissolved in 20 ml of ethanol, admixed with 0.1 g of palladium on carbon (10%) and hydrogenated at 5.5 bar until the hydrogen uptake had ended. Subsequently, the reaction mixture was filtered and concentrated under reduced pressure. Molecular weight 219.01 (C6H6F5NS); retention time Rt=1.74 min. [C]; MS (ESI): 261.07 (MH++CH3CN).

Workup

  1. filtrationSubsequently, the reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c237b8c451be466991eef518322fa067
Source dataset
uspto-grants-2010_07
Patent number
US07759366B2

Reaction notes

Loading…