Sodium Hydroxide → HCID 19018767, compound

HRID 1110011Notes

Reaction equation

HRID 1110011 reaction equation
C([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][S:11][CH2:12][C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[CH2:5][CH2:4]1)=O.[OH-].[Na+]>CO.O>[S:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[CH2:12][S:11][CH2:10][CH2:9][N:6]1[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19018739HCID 19018739, compound

Product 1

HCID 19018767HCID 19018767, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1 g (3.7 mM) of N-formyl-N'-[2-(2-thienylmethylthio)ethyl]piperazine was dissolved in 10 ml of methanol. Thereto was added a solution of 178 mg (4.4 mM) of sodium hydroxide in 10 ml of water. The mixture was refluxed for 10 hours with heating, to give rise to a reaction After the completion of the reaction, the solvent was removed under reduced pressure. The residue was subjected to extraction with chloroform. The extract was washed with water and a saturated aqueous sodium chloride solution in this order and dried over anhydrous sodium sulfate. The solvent was removed by distillation. The residue was purified by silica gel chromatography to obtain 800 mg of N-[2-(2-thienylmethylthio)ethyl]piperazine at a yield of 89%.

Workup

  1. temperatureThe mixture was refluxed for 10 hours
  2. temperaturewith heating
  3. customto give rise
  4. customto a reaction
  5. customAfter the completion of the reaction
  6. customthe solvent was removed under reduced pressure
  7. extractionThe residue was subjected to extraction with chloroform
  8. washThe extract was washed with water
  9. dry with materiala saturated aqueous sodium chloride solution in this order and dried over anhydrous sodium sulfate
  10. customThe solvent was removed by distillation
  11. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-aeb8468ff4c74a5e90b4475868fe47e4
Source dataset
uspto-grants-1994_06
Patent number
US05324728

Reaction notes

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