Hydrochloric Acid → 128668-80-4

HRID 1614575Notes

Reaction equation

HRID 1614575 reaction equation
C(O)C.Cl.[C:5]([N:13](C)[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([CH3:23])=[O:22])=[CH:17][CH:16]=1)(=O)C1C=CC=CC=1>O>[CH3:5][NH:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([CH3:23])=[O:22])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 20095449HCID 20095449, compound

Product 1

HCID 12153283128668-80-4Yield 84.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of ethanol (40 ml), water (20 ml) and conc. hydrochloric acid (60 ml), N-benzoyl-N-methyl-N-(4-methylsulfinylbenzyl)amine (4.1 g) is added and the mixture is heated with refluxing for 12 hours. After the reaction, the solvent is distilled off under reduced pressure, and to the resulting residue is added 20% aqueous sodium hydroxide solution, and the mixture is extracted with diethyl ether. The extract is washed successively with water and aqueous sodium chloride solution, and dried over magnesium sulfate. Diethyl ether is distilled off to give N-methyl-N-(4-methylsulfinylbenzyl)amine (2.2 g).

Workup

  1. additionis added
  2. temperaturethe mixture is heated
  3. temperaturewith refluxing for 12 hours
  4. customAfter the reaction
  5. distillationthe solvent is distilled off under reduced pressure
  6. additionto the resulting residue is added 20% aqueous sodium hydroxide solution
  7. extractionthe mixture is extracted with diethyl ether
  8. washThe extract is washed successively with water and aqueous sodium chloride solution
  9. dry with materialdried over magnesium sulfate
  10. distillationDiethyl ether is distilled off

Sources & evidence

ORD record
ord-c3ba290d6b2e485caa22e1fdb40707f4
Source dataset
uspto-grants-1993_03
Patent number
US05198448

Reaction notes

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