Hydrochloride methanol → N-(2-hydroxyethyl)-6-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide dihydrochloride

HRID 565763Notes

Reaction equation

HRID 565763 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][N:17]([CH:20]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1)(=[O:7])=[O:6].[ClH:34].CO>C(O)C>[ClH:33].[ClH:34].[OH:1][CH2:2][CH2:3][NH:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH2:15][CH2:16][N:17]([CH:20]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:18][CH2:19]1)(=[O:7])=[O:6]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 22111625N-(2-hydroxyethyl)-6-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide

Product 1

HCID 22111624N-(2-hydroxyethyl)-6-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide dihydrochlorideYield 91.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(2-Hydroxyethyl)-6-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide (7.75 g, 15.69 mmol) prepared in the same manner as in Example 19 was dissolved in ethanol. A 15% HCl-methanol solution was added thereto to make it acidic, and the solvent was removed by evaporation in vacuo. Diethyl ether was added to the residue, and the precipitated crystals were collected by filtration. The crystals were recrystallized from ethanol, to give N-(2-hydroxyethyl)-6-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide dihydrochloride (8.10 g) as colorless prisms (yield: 91.1%).

Workup

  1. customthe solvent was removed by evaporation in vacuo
  2. additionDiethyl ether was added to the residue
  3. filtrationthe precipitated crystals were collected by filtration
  4. customThe crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-959bd7c9fd594e0fb279cc7ca252491f
Source dataset
uspto-grants-2001_01
Patent number
US06172228B2

Reaction notes

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