Hydrazine → 3-Fluoro-4-hydrazino-benzenesulfonamide

HRID 1958403Notes

Reaction equation

HRID 1958403 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[NH2:13][NH2:14]>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[NH:13][NH2:14]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 8228653,4-Difluorobenzenesulfonamide

Product 1

HCID 109326113-Fluoro-4-hydrazino-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a 500 mL round-bottomed flask fitted with a condenser and N2 inlet septum was placed a stir bar, 3,4-difluoro-benzenesulfonamide (10 g, 52 mmol), anhydrous hydrazine (10.56 mL, 336 mmol), and acetonitrile (180 mL). The mixture was refluxed for 6 h under N2. The solvent was then removed under vacuum and the residue was treated with H2O. The separated solid was filtered and washed with H2O to give the desired product. Exact mass calculated for C6H8FN3O2S 205.03, found 206.1 (MH+).

Workup

  1. customIn a 500 mL round-bottomed flask fitted with a condenser and N2 inlet septum
  2. temperatureThe mixture was refluxed for 6 h under N2
  3. customThe solvent was then removed under vacuum
  4. additionthe residue was treated with H2O
  5. filtrationThe separated solid was filtered
  6. washwashed with H2O

Sources & evidence

ORD record
ord-e858ca943be34984a0aaff264df55a32
Source dataset
uspto-grants-2013_04
Patent number
US08410119B2

Reaction notes

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