Methyl iodide → 1,2-Benzisothiazole, 5-bromo-2,3-dihydro-2-methyl-, 1,1-dioxide

HRID 1846026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846026
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9](=[O:11])(=[O:10])[NH:8][CH2:7][C:6]=2[CH:12]=1.[C:13](=O)([O-])[O-].[K+].[K+].IC>CCO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9](=[O:10])(=[O:11])[N:8]([CH3:13])[CH2:7][C:6]=2[CH:12]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 706549535-Bromo-2,3-dihydro-1lambda6,2-benzothiazole-1,1-dione

Produkt 1

HCID 684304291,2-Benzisothiazole, 5-bromo-2,3-dihydro-2-methyl-, 1,1-dioxideAusbeute 725,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 5-bromo-2,3-dihydro-1,2-benzisothiazole 1,1-dioxide (200 mg, 0.92 mmol) and potassium carbonate (128 mg, 0.92 mmol) in EtOH (2 mL) was added iodomethane (0.2 mL, 3.2 mmol) and the reaction was stirred at room temperature for 18 hours followed by heating to 50° C. for 2 hours. The reaction was cooled, concentrated in vacuo and diluted with DCM (20 mL). The solution was washed with water (20 mL), dried over Na2SO4 and concentrated in vacuo to afford the title compound as a white solid (1.75 g, 83%).

Aufarbeitung

  1. temperatureby heating to 50° C. for 2 hours
  2. temperatureThe reaction was cooled
  3. concentrationconcentrated in vacuo
  4. additiondiluted with DCM (20 mL)
  5. washThe solution was washed with water (20 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c1ff30b7a5e5470ebe35bfaa3d5b588c
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952008B2

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