HCID 22052239, compound → 1-(4-ethoxy-3-formylphenylsulfonyl)-4-methylpiperazine

HRID 1831472Notes

Reaction equation

HRID 1831472 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][C:5]=1[CH2:20][OH:21])[CH3:2]>O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)(=[O:11])=[O:12])=[CH:6][C:5]=1[CH:20]=[O:21])[CH3:2]

Participants

3

Reactant 1

HCID 22052239HCID 22052239, compound

Product 1

HCID 98397651-(4-ethoxy-3-formylphenylsulfonyl)-4-methylpiperazineYield 47.4%

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

MnO2 (100 g, 1.15 mol) was loaded into a flask, followed by 1-(4-ethoxy-3-hydroxymethylphenylsulfonyl)-4-methylpiperazine (15 g, 0.05 mol, from step (b) above). This was washed with acetone (150 mL) and the suspension stirred for 3 hours. The MnO2 was filtered off onto Celite® and the filtrate concentrated under vacuum to give a pale yellow oil. This was recrystallised from toluene to give the title compound as a pale green solid (7.4 g, 47%).

Workup

  1. washThis was washed with acetone (150 mL)
  2. filtrationThe MnO2 was filtered off onto Celite®
  3. concentrationthe filtrate concentrated under vacuum
  4. customto give a pale yellow oil
  5. customThis was recrystallised from toluene

Sources & evidence

ORD record
ord-7952d2fed49c499ab4efc85fbbb4ed4a
Source dataset
uspto-grants-2006_06
Patent number
US07067660B2

Reaction notes

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