Water → Piritetrate

HRID 1583231

Reaktionsgleichung

Reaktionsgleichung von HRID 1583231
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH:9][CH3:10])[N:4]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:18]([O:20][C:21]1[CH:30]=[CH:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=1)=[S:19].O>CC(C)=O>[CH3:1][O:2][C:3]1[N:4]=[C:5]([N:9]([CH3:10])[C:18](=[S:19])[O:20][C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=2)[CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 82681O-2-Naphthyl chlorothioformateHCID 70191686-methoxy-N-methylpyridin-2-amine

Produkt 1

HCID 145908PiritetrateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

1.38 g of 2-methoxy-6-methylaminopyridine and 1.38 g of anhydrous potassium carbonate were added to 20 ml of acetone, to which 2.23 g of 2-naphthyl chlorothioformate dissolved in 20 ml of acetone was added at room temperature under stirring. The stirring was continued for 30 minutes under the same conditions and then the mixture was heated to reflux for 2 hours. The reaction mixture was poured into water after it was cooled to room temperature and the products were extracted with benzene. The benzene solution was subsequently washed with water and aqueous saturated sodium chloride solution and then benzene was removed by distillation under reduced pressure after drying over anhydrous magnesium sulfate. The residue was purified by the column chromatography (eluted with benzene on a silica gel) to give 2.75 g of O-2-naphthyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate (Yield: 85%). A part of the product was recrystallized from acetone-hexane. Colorless crystalls having melting point of 95.5° to 97° C. were obtained.

Aufarbeitung

  1. additionwas added at room temperature
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 2 hours
  4. extractionthe products were extracted with benzene
  5. washThe benzene solution was subsequently washed with water and aqueous saturated sodium chloride solution
  6. custombenzene was removed by distillation under reduced pressure
  7. dry with materialafter drying over anhydrous magnesium sulfate
  8. customThe residue was purified by the column chromatography (
  9. washeluted with benzene on a silica gel)

Quellen und Nachweise

ORD-Eintrag
ord-9da7a363cbf74653acec532c0012064e
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04551169

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