m-Chloroperbenzoic acid → 3-bromo-2-methylthieno[2,3-c]pyridine-N-Oxide

HRID 1668967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1668967
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[S:4][C:3]=1[CH3:11].ClC1C=CC=C(C(OO)=[O:20])C=1>C(Cl)Cl.[OH-].[Na+]>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][N+:7]([O-:20])=[CH:8][CH:9]=2)[S:4][C:3]=1[CH3:11]

Komponenten

5

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 584664443-Bromo-2-methylthieno[2,3-c]pyridine

Produkt 1

HCID 673397463-bromo-2-methylthieno[2,3-c]pyridine-N-Oxide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

3-Bromo-2-methylthieno[2,3-c]pyridine (0.500 g, 2.19 mmol) was dissolved in DCM (10 ml) and cooled down to 0° C. m-Chloroperbenzoic acid (0.737 g, 3.29 mmol) was added to the reaction portionwise while stirring. After 4 hours, the reaction wad diluted with 1N NaOH (10 ml) and DCM (10 ml). The layers were separated and the organic layer was washed (2×) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was then dried with sodium sulfate, reduced in vacuo and dried to give the title compound as a yellow solid. MS (M+H)+ 245

Aufarbeitung

  1. additionwas added to the reaction portionwise
  2. customThe layers were separated
  3. washthe organic layer was washed (2×) with an aqueous saturated solution of sodium bicarbonate
  4. dry with materialThe organic layer was then dried with sodium sulfate
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b7a585f472134f77baf0293917fbb97e
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989461B2

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