Hydrazine → 3-Fluoro-4-hydrazino-benzenesulfonamide

HRID 1864131Notes

Reaction equation

HRID 1864131 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-6f07cc8ddb3f4defae711d4228691966
Source dataset
uspto-grants-2009_12
Patent number
US07625906B2

Reaction notes

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