Tetraethyltin → 7-Ethyl-5-nitro-1,3-benzothiazole

HRID 1275104

Reaktionsgleichung

Reaktionsgleichung von HRID 1275104
Br[C:2]1[C:10]2[S:9][CH:8]=[N:7][C:6]=2[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.[CH2:14]([Sn](CC)(CC)CC)[CH3:15]>CCOC(C)=O>[CH2:14]([C:2]1[C:10]2[S:9][CH:8]=[N:7][C:6]=2[CH:5]=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1)[CH3:15]

Komponenten

4

Edukt 2

HCID 11704TetraethyltinHCID 227280317-Bromo-5-nitrobenzothiazole

Produkt 1

HCID 227280367-Ethyl-5-nitro-1,3-benzothiazoleAusbeute 75,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

A solution of 7-bromo-5-nitrobenzothiazole (0.15 g, 0.58 mmol), tetraethyltin (0.18 mL, 0.87 mmol) and catalytic amount of Cl2Pd(PPh3)2 in a sealed tube was stirred for 12 h at 90° C. The reaction mixture was diluted with EtOAc and washed with brine several times. Organic solution was dried over Na2SO4 and concentrated in vacuo, yielding an oil which was subjected to column chromatography (EtOAc, neat) to provide 91 mg (0.44 mmol, 75%) of the desired product.

Aufarbeitung

  1. washwashed with brine several times
  2. dry with materialOrganic solution was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customyielding an oil which

Quellen und Nachweise

ORD-Eintrag
ord-bf8621e072534fde9d383b326e43a3b6
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06159998

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