ChemicalBook CAS DataBase List 6-BROMO-4-CHLOROQUINOLINE

6-BROMO-4-CHLOROQUINOLINE synthesis

8synthesis methods

Product Name:6-BROMO-4-CHLOROQUINOLINE
CAS Number:65340-70-7
Molecular formula:C9H5BrClN
Molecular Weight:242.5

145369-94-4
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65340-70-7
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Yield:65340-70-7 98.5%

Reaction Conditions:

with trichlorophosphate for 6 h;Heating / reflux;

Steps:

1.e
The solid 6-bromo-quinolin-4-ol (52 g, 232.1 mmol) was added to phosphorus oxychloride (213.5 mL) and then the mixture was heated to reflux for 6 h to afford a light brown solution. After cooling to room temperature, the excess phosphorus oxychloride was removed under the vacuum. The remaining residue was poured into an ice-containing beaker (2 L). Then, it was slowly neutralized with solid potassium carbonate and the resulting solids were collected by filtration and washed with water. After drying in air, 55.46 g (98.5% yield) of 6-bromo-4-chloro-quinoline was isolated as a light yellow solid: EI-HRMS m/e calcd for C₉H₅BrClN (M+) 240.9294, found 240.9297.

References:

Chen, Li;Chen, Shaoqing;Lou, Jianping;Sidduri, Achyutharao US2006/63805, 2006, A1 Location in patent:Page/Page column 9

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98948-95-9 Synthesis