Stannous chloride dihydrate → 2-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amine

HRID 2235504Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2235504
[CH3:1][C:2]1[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.O.O.[Sn](Cl)Cl>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH3:1][C:2]1[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

Komponenten

5

Edukt 2

HCID 61436Stannous chloride dihydrateHCID 685813382-(2,4-Dimethylphenoxy)-7-nitro-1,3-benzothiazole

Produkt 1

HCID 685813992-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amineAusbeute 114 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2-(2,4-dimethylphenoxy)-7-nitro-1,3-benzothiazole (220 mg, 0.733 mmol) and tin(II) chloride dihydrate (694 mg, 3.66 mmol) in DMF (10 ml) was stirred at 80° C. for 15 h and diluted with saturated NaHCO3 solution. The aqueous solution was extracted with AcOEt. The extract was washed with brine, dried over Magnesium sulfate, and concentrated under vacuum. The residue was purified by chromatography eluting with 10% AcOEt in n-hexane to afford 226 mg of the title compound.

Aufarbeitung

  1. extractionThe aqueous solution was extracted with AcOEt
  2. washThe extract was washed with brine
  3. dry with materialdried over Magnesium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by chromatography
  6. washeluting with 10% AcOEt in n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-460d428c2de7416b8b49efe3904bb172
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714009B2

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