Benzoyl chloride → HCID 20095459, compound

HRID 344804Notes

Reaction equation

HRID 344804 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-c56002e0724d4b319808f6791408b608
Source dataset
uspto-grants-1991_10
Patent number
US05053514

Reaction notes

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