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ChemicalBook CAS DataBase List 6-BROMO-2(1H)-QUINOLONE
1810-66-8

6-BROMO-2(1H)-QUINOLONE synthesis

13synthesis methods
(2E)-N-(4-Bromophenyl)-3-ethoxy-2-propenamide

327058-51-5

6-BROMO-2(1H)-QUINOLONE

1810-66-8

General procedure for the synthesis of 6-bromoquinolin-2(1H)-one from the compound (CAS:327058-51-5): 6-bromo-2(1H)-quinolinone (6.0 g, 22.2 mmol) was dissolved in concentrated H2SO4 (30 mL) and the reaction was heated in an oil bath at 100 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature and quenched with ice water. The precipitate precipitated was collected by filtration, washed with water and subsequently dried under vacuum to afford 6-bromoquinolin-2(1H)-one as a white solid (4.8 g, 97% yield). Mass spectrum (ES+) m/e 225 [M+H]+.

-

Yield: 97%

Reaction Conditions:

with sulfuric acid at 100;

Steps:

6.b
6-Bromo-2(1 /-/)-quinolinone. The solution of the compound from Example 6 a) (6.0 g, 22.2 mmol) in concentrated H2SO4 (30 mL) was heated in 100 0C EPO overnight. The mixture was cooled to ambient temperature and quenched with ice water. The precipitate was filtered, washed with water and dried in vacuo to afford the title compound as a white solid (4.8 g, 97%). MS(ES+) m/e 225 [M+H]+.

References:

SMITHKLINE BEECHAM CORPORATION WO2006/132739, 2006, A2 Location in patent:Page/Page column 35-36

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