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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5842Erstellt: 23. Oktober 2026

2-Aminothiophenol → 2-(4-Fluorophenyl)-2H-1,4-benzothiazin-3(4H)-one

https://huagongshe.com/de/reaction/5842

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-AminothiophenolHCID 8713—
EduktSodium AcetateHCID 517045—
EduktMethyl 2-bromo-2-(4-fluorophenyl)acetateHCID 12717580—
LösungsmittelEthanolHCID 702—
Produkt2-(4-Fluorophenyl)-2H-1,4-benzothiazin-3(4H)-oneHCID 1369076187,6%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246929
Quelldatensatzuspto-grants-1993_09
ORD IDord-c9f7e092e3be4773aba7a95c56f0342d
Quellennotizuspto-grants-1993_09