Benzoyl chloride → HCID 20095459, compound

HRID 258271Notes

Reaction equation

HRID 258271 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH3:11])=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O.O>[C:18]([N:2]([CH3:1])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH3:11])=[CH:6][CH:5]=1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 3

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 2452234N-Methyl-1-[4-(methylsulfanyl)phenyl]methanamine

Product 1

HCID 20095459HCID 20095459, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

N-Methyl-N-(4-methylthiobenzyl)amine (4.2 g) and potassium carbonate (5.2 g) are dissolved in a mixture of acetone (20 ml) and water (20 ml), and thereto is added dropwise benzoyl chloride (3.7 ml) gradually under ice cooling. After the mixture is stirred at the same temperature for 30 minutes, the reacting mixture is poured into water, and then extracted with dichloromethane. The extract is washed with aqueous sodium chloride solution, and dried over magnesium sulfate. Dichloromethane is distilled off to give N-benzoyl-N-methyl-N-(4-methylthiobenzyl)amine (6.8 g).

Workup

  1. extractionextracted with dichloromethane
  2. washThe extract is washed with aqueous sodium chloride solution
  3. dry with materialdried over magnesium sulfate
  4. distillationDichloromethane is distilled off

Sources & evidence

ORD record
ord-502244294e5a4e7c8a95412a211f98f5
Source dataset
uspto-grants-1993_11
Patent number
US05266577

Reaction notes

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