Sodium Carbonate → Methyl 4-(2-methylthiobenzyl)-1-piperazinecarbodithioate

HRID 1757557Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1757557
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5]Cl.[N:11]1([C:17]([S:19][CH3:20])=[S:18])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][N:14]1[CH2:15][CH2:16][N:11]([C:17]([S:19][CH3:20])=[S:18])[CH2:12][CH2:13]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 124145821-(Chloromethyl)-2-(methylsulfanyl)benzeneHCID 21278808Methyl piperazine-1-carbodithioate

Produkt 1

HCID 19388454Methyl 4-(2-methylthiobenzyl)-1-piperazinecarbodithioateAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In 20 ml of ethanol, 2.1 g (12.2 mmol.) of 2-methylthiobenzyl chloride, 2.17 g (12.3 mmol.) of methyl 1-piperazinecarbodithioate and 1.30 g (12.3 mmol.) of sodium carbonate were refluxed under heating for 2 hours. Ethanol was distilled off under reduced pressure. The residue was extracted with ether, after addition of water. 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 over silica gel column, to give 1.18 g of the desired compound as a yellow oil, yield 31%.

Aufarbeitung

  1. temperatureunder heating for 2 hours
  2. distillationEthanol was distilled off under reduced pressure
  3. extractionThe residue was extracted with ether
  4. additionafter addition of water
  5. washThe ether portion was washed with water
  6. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  7. distillationto distill off the solvent
  8. customThe residue was purified over silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-729dfe6b62254b40b5820ac69f7072bd
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05446146

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