Methyl iodide → 5-Bromo-2-(methylthio)benzo[d]thiazole

HRID 1944687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1944687
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([SH:10])=[N:7][C:6]=2[CH:11]=1.[CH2:12](N(CC)CC)C.CI>CCO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10][CH3:12])=[N:7][C:6]=2[CH:11]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 178527757HCID 178527757, Verbindung

Produkt 1

HCID 28012715-Bromo-2-(methylthio)benzo[d]thiazoleAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-bromobenzo[d]thiazole-2-thiol (24 mg, 0.098 mmol) in EtOH (1.5 mL) was added triethylamine (10 mg, 0.098 mmol) and methyliodide (14 mg, 0.098 mmol). The mixture was heated at reflux for 1.5 h. Then the mixture was extracted with dichloromethane (3×10 mL). The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated to give 5-bromo-2-(methylthio)benzothiazole 20 mg (80%).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 1.5 h
  3. extractionThen the mixture was extracted with dichloromethane (3×10 mL)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-45a1b769159946da840d57a52d26c256
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394842B2

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