4-(4-Benzylpiperazin-1-yl)-1lambda6-thiane-1,1-dione → 1-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)piperazine

HRID 730632Notes

Reaction equation

HRID 730632 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([CH:14]2[CH2:19][CH2:18][S:17](=[O:21])(=[O:20])[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[O:21]=[S:17]1(=[O:20])[CH2:16][CH2:15][CH:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:19][CH2:18]1

Participants

5

Reactant 2

HCID 672737414-(4-Benzylpiperazin-1-yl)-1lambda6-thiane-1,1-dioneHCID 178418361HCID 178418361, compound

Product 1

HCID 467858481-(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)piperazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 0.57 g (1.85 mmol) 1-benzyl-4-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-piperazine and 300 mg 10% Pd/C in 30 mL MeOH was hydrogenated at 50° C. and 50 psi hydrogen pressure for 10 h. The catalyst was removed by suction filtering and the filtrate was concentrated by evaporation i. vac. The product was reacted further without purification.

Workup

  1. customwas hydrogenated at 50° C.
  2. customThe catalyst was removed by suction
  3. filtrationfiltering
  4. concentrationthe filtrate was concentrated by evaporation i
  5. customThe product was reacted further without purification

Sources & evidence

ORD record
ord-c9ca77aed9414b92b53dd1d9c7e04506
Source dataset
uspto-grants-2009_09
Patent number
US07582625B2

Reaction notes

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