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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1007099Erstellt: 26. Oktober 2026

Cesium carbonate → 7-bromo-2-ethyl-4H-benzo[1,4]thiazin-3-one

https://huagongshe.com/reaction/1007099

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-Bromobutanoyl bromideHCID 117293—
Edukt2-Amino-5-bromobenzene-1-thiolHCID 1209045—
LösungsmittelDimethylformamideHCID 6228—
Produkt7-bromo-2-ethyl-4H-benzo[1,4]thiazin-3-oneHCID 2266774814%

Reaktionsschritte

To a mixture of 2-amino-5-bromo-benzenethiol (20 g, 0.1 mol) and cesium carbonate (33 g, 0.1 mol) in DMF (500 ml) at −35° C. was added dropwise 2-bromobutyrylbromide (23 g, 0.1 mol). The mixture was allowed to warm to room temperature, poured into ice/water, and extracted with CH2Cl2 (2×50 mL). The combined organic extracts were washed with water, then brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography (SiO2, ethyl acetate:hexane/1:6) to afford 7-bromo-2-ethyl-4H-benzo[1,4]thiazin-3-one (3.7 g, 14%): mp 100° C.; MS (EI) m/z 271/273(M+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06794373B2
Quelldatensatzuspto-grants-2004_09
ORD IDord-6a94c291b60648c5a713fb4b0a408bf2
Quellennotizuspto-grants-2004_09