Reaktion #5938

Reaktionsgleichung

2-aminothiophenol

sodium acetate

methyl α-bromo-4-fluorophenylacetate

→

2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine

Ausbeute 87.6%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONAfter the solvent is distilled off
2. 2
   workup.ADDITIONwater is added to the residue
3. 3
   SonstigeThe resulting precipitate is separated by filtration
4. 4
   Waschenwashed
5. 5
   Sonstigedried
6. 6
   Sonstigerecrystallized from tetrahydrofuran-n-hexane

Vorschrift

To a suspension of 2-aminothiophenol (12.6 g) and sodium acetate (23.6 g) in ethanol (150 ml) is added methyl α-bromo-4-fluorophenylacetate (23.6 g), and the mixture is stirred at room temperature overnight. After the solvent is distilled off, water is added to the residue. The resulting precipitate is separated by filtration, washed, dried, and then recrystallized from tetrahydrofuran-n-hexane to give 2-(4-fluorophenyl)-3-oxo-3,4-dihydro-2H-1,4-benzothiazine (21.7 g) as crystals. M.p. 216°-219° C.

Quelle