Hydrogen Bromide → HCID 69988954, compound

HRID 565759Notes

Reaction equation

HRID 565759 reaction equation
[CH:1]1([NH:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][N:17]([CH:20]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:16][CH2:15]2)(=[O:7])=[O:6])[CH2:3][CH2:2]1.[BrH:34]>CO>[BrH:34].[BrH:34].[CH:1]1([NH:4][S:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][N:17]([CH:20]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([Cl:33])[CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:16][CH2:15]2)(=[O:7])=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 15895709N-cyclopropyl-6-[4-[(3-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide

Product 1

HCID 69988954HCID 69988954, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Cyclopropyl-6-[4-[(3-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide (0.50 g, 1.02 mmol) prepared in the same manner as in Example 1 was dissolved in methanol (20 ml). A 47% hydrobromic acid solution (0.47 g, 2.75 mmol) was added thereto, and the solvent was then removed by evaporation in vacuo. Acetone was added to the residue, and the precipitated crystals were collected by filtration. The crystals were recrystallized from ethanol-acetone, to give N-cyclopropyl-6-[4-[(3-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide dihydrobromide (0.46 g) as crystalline substances (yield based on N-cyclopropyl-6-[4-[(3-chlorophenyl)phenylmethyl]-1-piperazinyl]hexanesulfonamide: 69.2%).

Workup

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

Sources & evidence

ORD record
ord-b8c1c5b6c9864b3ab9d5749f8cb7073e
Source dataset
uspto-grants-2001_01
Patent number
US06172228B2

Reaction notes

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