Sodium Hydroxide → HCID 22502803, compound

HRID 1251233Notes

Reaction equation

HRID 1251233 reaction equation
C([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([S:25](=[O:30])(=[O:29])[NH:26][CH2:27][CH3:28])=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)=O.[OH-].[Na+]>C(O)C>[N:6]1([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:20]=[CH:21][C:22]([S:25](=[O:30])(=[O:29])[NH:26][CH2:27][CH3:28])=[CH:23][CH:24]=3)[N:10]=2)[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22503351HCID 22503351, compound

Product 1

HCID 22502803HCID 22502803, compoundYield 116.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the resulting 1-(4-formylpiperazin-1-yl)-3-[4-(N-ethylsulfamoyl)phenyl]isoquinoline (0.45 g) were added ethanol (20 ml) and a 8N aqueous solution of sodium hydroxide (651 ml), and the mixture was heated under reflux in nitrogen atmosphere for 1.5 hr. The solvent was evaporated, and to the resulting residue were added water and ethyl acetate. The organic layer was separated. Then it was washed with brine, and dried over magnesium sulfate. The solvent was evaporated, to give 1-(piperazin-1-yl)-3-[4-(N-ethylsulfamoyl)phenyl]isoquinoline (0.49 g) as a colorless powder.

Workup

  1. temperatureunder reflux in nitrogen atmosphere for 1.5 hr
  2. customThe solvent was evaporated
  3. additionto the resulting residue were added water and ethyl acetate
  4. customThe organic layer was separated
  5. washThen it was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3d16c00e34b440878bf61b7796c618fd
Source dataset
uspto-grants-2002_01
Patent number
US06340759B1

Reaction notes

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