Hydrochloric Acid → HCID 15686152, compound

HRID 989467Notes

Reaction equation

HRID 989467 reaction equation
[OH-].[Na+].S(O[CH2:8][C:9]([NH2:12])([CH3:11])[CH3:10])(O)(=O)=O.[C:13]1([SH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl>O>[CH3:10][C:9]([NH2:12])([CH3:11])[CH2:8][S:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 2928692-amino-2-methylpropyl hydrogen sulfate

Product 1

HCID 15686152HCID 15686152, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 5 ml of water was dissolved 0.20 g (5 mmol) of sodium hydroxide, followed by adding thereto 0.85 g (5 mmol) of 2-amino-2-methylpropyl hydrogensulfate and 0.66 g (6 mmol) of thiophenol, and the resulting mixture was stirred at 80° C. for 8 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and acidified with 6N hydrochloric acid. The aqueous layer was washed with ethyl acetate and made basic with an aqueous sodium hydroxide solution, and the desired compound was extracted three times with ethyl acetate. The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby 0.52 g of 2-methyl-1-phenylthio-2-propylamine was obtained (yield: 57%).

Workup

  1. additionby adding
  2. customAfter completion of the reaction
  3. washThe aqueous layer was washed with ethyl acetate
  4. extractionthe desired compound was extracted three times with ethyl acetate
  5. washThe combined organic layer was washed with saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled under reduced pressure
  8. customto remove the solvent

Sources & evidence

ORD record
ord-fb26ab19bd764e838633323bce452ece
Source dataset
uspto-grants-2003_10
Patent number
US06639109B1

Reaction notes

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