Sodium Carbonate → HCID 19388430, compound

HRID 1757547Notes

Reaction equation

HRID 1757547 reaction equation
Cl.[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl.[N:13]1([C:19]([S:21][CH3:22])=[S:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[CH3:2][N:3]([CH3:12])[C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][N:16]1[CH2:17][CH2:18][N:13]([C:19]([S:21][CH3:22])=[S:20])[CH2:14][CH2:15]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 135374262-(chloromethyl)-N,N-dimethylaniline hydrochlorideHCID 21278808Methyl piperazine-1-carbodithioate

Product 1

HCID 19388430HCID 19388430, compoundYield 42.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 20 ml of acetone, 2.06 g (10 mmol.) of 2-dimethylaminobenzyl chloride hydrochloride, 1.76 g (10 mmol.) of methyl piperazinecarbodithioate, and 1.06 g (10 mmol.) of sodium carbonate were stirred overnight at room temperature. Acetone was distilled off under reduced pressure. Water was added to the residue. The aqueous mixture was extracted with ether. The ether portion was washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and placed under reduced pressure to distill off the solvent. The residue was purified by means of silica gel column and then recrystallized from ether to give 1.32g of the desired compound as a white crystalline product, m.p. 90°-91° C., yield 42.7%.

Workup

  1. distillationAcetone was distilled off under reduced pressure
  2. additionWater was added to the residue
  3. extractionThe aqueous mixture was extracted with ether
  4. washThe ether portion was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  6. distillationto distill off the solvent
  7. customThe residue was purified by means of silica gel column
  8. customrecrystallized from ether

Sources & evidence

ORD record
ord-eaa3fd3f955a47adb8252006741639a7
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

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