Hydroxylamine → 1-[2-(Hydroxyamino)-2-phenylethanesulfonyl]-4-(4-fluorophenyl)piperazine

HRID 1392137Notes

Reaction equation

HRID 1392137 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14](/[CH:17]=[CH:18]/[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:25][OH:26]>C1COCC1>[OH:26][NH:25][CH:18]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[CH2:17][S:14]([N:11]1[CH2:12][CH2:13][N:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:9][CH2:10]1)(=[O:16])=[O:15]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 882266Styryl[4-(4-fluorophenyl)piperazino] sulfone

Product 1

HCID 111764211-[2-(Hydroxyamino)-2-phenylethanesulfonyl]-4-(4-fluorophenyl)piperazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(4-fluorophenyl)-4-(trans-β-styrenesulfonyl)piperazine (620 mg, 1.79 mmol) in THF (20 ml) was added hydroxylamine (3 ml, 50% aqueous solution). The mixture was stirred for 18 hours. The solvent was evaporated. The residue was dissolved in dichloromethane and washed with water. The organic layer was dried on MgSO4 to give 1-[2-(hydroxyamino)-2-phenylethanesulfonyl]-4-(4-fluorophenyl)piperazine (730 mg).

Workup

  1. customThe solvent was evaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with water
  4. customThe organic layer was dried on MgSO4

Sources & evidence

ORD record
ord-2080f9d0ff834e6d9bc4820ccfb8ad19
Source dataset
uspto-grants-2008_03
Patent number
US07342020B2

Reaction notes

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