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ChemicalBook CAS DataBase List 6,7-Dichloroquinoline
40635-11-8

6,7-Dichloroquinoline synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with sulfuric acid;sodium 3-nitrobenzenesulfonate in water at 150;

Steps:

5

To a mixture of sodium 3-nitrobenzenesulfonate (90 g, 401.2 mmol) in cone. H2S04 (50 mL) and H20 (30 mL) was added glycerol (18.7 g, 203.2 mmol) and the mixture was stirred for 10 min at 150 °C. 3,4-Dichloroaniline U (10.0 g, 61.7 mmol) was then added to the reaction mixture and stirring was continued for 12 h at 150 °C. The pH of the reaction mixture was adjusted to ~9 with 50% aq. NaOH solution at 0 °C and extracted with EtOAc (2 x 250 mL). The combined organic phases were washed with water (100 mL) and brine (100 mL), dried over anhydrous Na2S04> filtered, and concentrated in vacuo. The crude material was purified by recrystallization using ethanol to afford V (mixture of 5,6- and 6,7-regioisomers) (8 g, 40 mmol, 65%) as a solid.

References:

WO2012/64943,2012,A2 Location in patent:Page/Page column 61-63

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