ChemicalBook CAS DataBase List 6-BROMO-3-CHLORO-4-HYDROXYQUINOLINE

6-BROMO-3-CHLORO-4-HYDROXYQUINOLINE synthesis

6synthesis methods

Product Name:6-BROMO-3-CHLORO-4-HYDROXYQUINOLINE
CAS Number:857762-32-4
Molecular formula:C9H5BrClNO
Molecular Weight:258.5

332366-57-1
45 suppliers
$16.00/250mg

857762-32-4
16 suppliers
$220.00/1g

Yield:857762-32-4 78%

Reaction Conditions:

with N-chloro-succinimide;acetic acid at 50; for 8 h;

Steps:

5 Example 5
Synthesis of 6-Bromo-3-chloroquinolin-4-ol (A-II)

N-Chlorosuccinimide (377 g, 1.05 equiv) was added to a suspension of 6-bromoquinolin-4(1H)-one (Compound A-I, 600 g, 1 equiv) in acetic acid (12 L, 20 vol) at RT.
The reaction was then heated to 50° C. and stirred for 8 h.
The reaction was cooled to 20° C., filtered, successively washed with AcOH (1.8 L, 3 vol), water (2.4 L, 4 vol), and MTBE (1.2 L, 2 vol), and dried under vacuum on a filter to afford crude Compound A-II.
The crude material was stirred in MTBE (7.2 L, 12 vol) for 2 h, filtered, washed with MTBE (0.6 L, 1 vol) and dried under vacuum to afford 541 g (78%) of Compound A-II as an off white solid, which was determined to be 97.35% pure (HPLC-AUC).

References:

US2019/218202,2019,A1 Location in patent:Paragraph 0392