Hydrochloric Acid → 2-Nitro-4-(pentafluorosulfanyl)aniline

HRID 370347Notes

Reaction equation

HRID 370347 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([F:16])([F:15])([F:14])([F:13])[F:12])=[CH:7][C:6]=1[N+:17]([O-:19])=[O:18])(=O)C.Cl>O1CCOCC1>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([F:14])([F:15])([F:16])([F:13])[F:12])=[CH:7][C:6]=1[N+:17]([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 545377794-Acetamido-3-nitrophenylsulphur pentafluoride

Product 1

HCID 459336502-Nitro-4-(pentafluorosulfanyl)anilineYield 98.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-Acetamido-3-nitrophenylsulphur pentafluoride (29.0 g) was heated at reflux with hydrochloric acid (6N) and dioxan for 40 minutes and concentrated to low volume, basified with sodium carbonate solution and extracted (ether). The extract was washed (water), dried (magnesium sulphate) and evaporated to give 4-amino-3-nitrophenylsulphur pentafluoride (24.7 g), m.p.132-135° C.

Workup

  1. concentrationconcentrated to low volume
  2. extractionextracted (ether)
  3. washThe extract was washed (water)
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-6dc2094cea8a4832b6260df71a35c67f
Source dataset
uspto-grants-2000_10
Patent number
US06140528

Reaction notes

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