Potassium hydroxy sulfite → 5,6-Difluoro-2-(methylsulfinyl)benzo[d]thiazole

HRID 598521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 598521
[F:1][C:2]1[C:3]([F:13])=[CH:4][C:5]2[S:9][C:8]([S:10][CH3:11])=[N:7][C:6]=2[CH:12]=1.[OH:14]OS([O-])=O.[K+]>CO.O>[F:1][C:2]1[C:3]([F:13])=[CH:4][C:5]2[S:9][C:8]([S:10]([CH3:11])=[O:14])=[N:7][C:6]=2[CH:12]=1

Komponenten

5

Edukt 2

HCID 23707502Potassium hydroxy sulfiteHCID 448201045,6-Difluoro-2-(methylsulfanyl)-1,3-benzothiazole

Produkt 1

HCID 577489385,6-Difluoro-2-(methylsulfinyl)benzo[d]thiazoleAusbeute 50,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 240 mg (1.1 mmol) 5,6-difluoro-2-methylsulfanyl-benzothiazole in 8 mL methanol under nitrogen at 0-5° C., was added drop wise a solution of 1.019 g (1.658 mmol) oxone in 4 mL water. The reaction mixture was stirred at 0° C. for 1 h. The suspension was diluted with water (10 mL). The solid was filtered, washed with water and dissolved in dichloromethane. The solution was dried over Na2SO4, filtered, concentrated in vacuo and purified with flash column chromatography on silica eluting with a gradient formed from n-heptane and ethyl acetate to provide 130 mg (50.6%) of the title compound as white solid. MS(m/e): 234.1 (M+H+).

Aufarbeitung

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. dissolutiondissolved in dichloromethane
  4. dry with materialThe solution was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. custompurified with flash column chromatography on silica eluting with a gradient
  8. customformed from n-heptane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-4288027199d7457fbbb185a38f17e62c
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897627B2

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