Sodium Hydroxide → HCID 22502803, compound

HRID 1814550Notes

Reaction equation

HRID 1814550 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-2a5c750b1b4649b98d03dcb583412bcc
Source dataset
uspto-grants-2005_04
Patent number
US06875761B2

Reaction notes

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