1-Methyl-4-(2-nitro-4-(trifluoromethyl)phenylsulfonyl)piperazine → 2-(4-Methylpiperazin-1-ylsulfonyl)-5-(trifluoromethyl)benzenamine

HRID 502709Notes

Reaction equation

HRID 502709 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=2[N+:21]([O-])=O)(=[O:10])=[O:9])[CH2:4][CH2:3]1.[H][H]>CCO.[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([S:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=2[NH2:21])(=[O:10])=[O:9])[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 684634071-Methyl-4-(2-nitro-4-(trifluoromethyl)phenylsulfonyl)piperazineHCID 178418361HCID 178418361, compound

Product 1

HCID 594278812-(4-Methylpiperazin-1-ylsulfonyl)-5-(trifluoromethyl)benzenamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-methyl-4-(2-nitro-4-(trifluoromethyl)phenylsulfonyl)piperazine was dissolved in EtOH (20 mL) and the solution was purged with argon. Pd/C (365 mg, 0.34 mmol, 10%) was added to the solution, which was stirred for 3 days in an atmosphere of hydrogen gas. The mixture was again purged with argon, filtered through Celite and concentrated under reduced pressure to afford 2-(4-methylpiperazin-1-ylsulfonyl)-5-(trifluoromethyl)benzenamine. MS m/z=324 [M+H]+. Calc'd for C12H16F3N3O2S: 323.

Workup

  1. customthe solution was purged with argon
  2. customThe mixture was again purged with argon
  3. filtrationfiltered through Celite
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fe3194fcb5fd4f988c4e7f92d31d19e7
Source dataset
uspto-grants-2010_08
Patent number
US07776869B2

Reaction notes

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