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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 428407Erstellt: 25. Oktober 2026

N-bromobutanimide → 5-Amino-4-bromo-6-fluoro-3-methyl-1,2-benzisothiazole

https://huagongshe.com/reaction/428407

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-bromobutanimideHCID 67184—
Edukt5-Amino-6-fluoro-3-methyl-1,2-benzisothiazoleHCID 12056832—
Katalysator1,1'-Azobis(cyclohexanecarbonitrile)HCID 74978—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt5-Amino-4-bromo-6-fluoro-3-methyl-1,2-benzisothiazoleHCID 18314499101,3%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To a solution of 5-amino-6-fluoro-3-methyl-1,2-benzisothiazole (0.600 g, 0.00329 mol) in 1,2-dichloroethane is added N-bromosuccinimide (0.586 g, 0.00329 mol) followed by 1,1′-azobis(cyclohexanecarbonitrile) (0.0200 g). The mixture is stirred two hours at 70° C., additional N-bromosuccinimide (0.240 g, 0.00135 mol) is added, and the mixture is stirred 40 minutes at 70° C. The mixture is then cooled to room temperature, filtered and concentrated in vacuo to obtain a residue. The residue is chromatographed on silica gel to give the title compound (0.870 g, 100%) which is identified by NMR spectral analysis.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06313295B1
Quelldatensatzuspto-grants-2001_11
ORD IDord-19f30701f31e4b3798f328342393274a
Quellennotizuspto-grants-2001_11