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

HRID 617272

Reaktionsgleichung

Reaktionsgleichung von HRID 617272
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-da49eb423fb042fc835aae3f56be2961
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05948804

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