1-Benzylpiperazine → HCID 18761530, compound

HRID 431631Notes

Reaction equation

HRID 431631 reaction equation
[CH3:1][N:2]([S:16]([C:19]1[CH:20]=[C:21]([CH3:25])[CH:22]=[CH:23][CH:24]=1)(=[O:18])=[O:17])[CH2:3][CH2:4]OS(C1C=C(C)C=CC=1)(=O)=O.[CH2:26]([N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C1(C)C=CC=CC=1>[CH2:26]([N:33]1[CH2:38][CH2:37][N:36]([CH2:4][CH2:3][N:2]([CH3:1])[S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=2)(=[O:17])=[O:18])[CH2:35][CH2:34]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 11485905HCID 11485905, compound

Product 1

HCID 18761530HCID 18761530, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of D1 (22 g, 89 mmol) and N-benzylpiperazine (15.7 g, 89 mmol) was heated to reflux in toluene for 96 hours. The reaction was cooled and concentrated in vacuo. The residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The organic phase was dried over sodium sulfate and concentrated in vacuo and the residue was purified by chromatography on silica gel to afford the title compound. MH+ 388.

Workup

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customthe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-8ced727699494dceaac3bbc5d3965e42
Source dataset
uspto-grants-2003_12
Patent number
US06660751B1

Reaction notes

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