4-Bromo-2-fluoroaniline → N-(4-bromo-2-fluorophenyl)-N-(6-trifluoromethoxy-1,3-benzothiazol-2-yl)amine

Temperatur

90 °C

In a 250-mL round-bottom flask, 2-chloro-6-trifluoromethoxy-1,3-benzothiazole (5.36 g, 21.14 mmol) and 4-bromo-2-fluoroaniline (4.82 g, 25.36 mmol) were combined in 100 mL n-butanol containing 1% 4.0 M HCl in dioxane, and heated at 90° C. overnight. The mixture was cooled to rt and the solvent was removed under reduced pressure. Ethyl acetate (50 mL) was added, and the mixture was ultrasonicated by suspending the flask in an ultrasonication bath for 30 minutes. The mixture was filtered, and the filtrate was concentrated under reduced pressure. Acetonitrile (50 mL) was added to the mixture, which was then ultrasonicated for 30 minutes and then filtered to provide the product as a white solid (5 g, 58%). LC-MS m/z 409.1 (MH+), ret. time 4.02 min.

1. temperatureThe mixture was cooled to rt
2. customthe solvent was removed under reduced pressure
3. additionEthyl acetate (50 mL) was added
4. customthe mixture was ultrasonicated
5. customfor 30 minutes
6. filtrationThe mixture was filtered
7. concentrationthe filtrate was concentrated under reduced pressure
8. additionAcetonitrile (50 mL) was added to the mixture, which
9. customwas then ultrasonicated for 30 minutes
10. filtrationfiltered

ORD-Eintrag

ord-c81b6845ca7d4afe9ff03fb885f3f261

Quelldatensatz

uspto-grants-2011_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07968576B2