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ChemicalBook CAS DataBase List 5,7-DICHLORO-2-METHYLQUINOLINE
26933-09-5

5,7-DICHLORO-2-METHYLQUINOLINE synthesis

3synthesis methods
-

Yield:26933-09-5 69%

Reaction Conditions:

with hydrogenchloride in lithium hydroxide monohydrate at 0 - 75; for 4.25 h;

Steps:

1 2-methyl-5,7-dichloro-quinoline(1)

Under constant stirring at 0 °C, to a solution of 3,5-dichloroaniline (3.24 g, 20 mmol)concentrated hydrochloric acid solution (12 mL)35 wt.% aqueous solution of acetaldehyde (12.8 mL, 80 mmol) was added dropwise. The reaction mixture was stirred at 0 °C for 15 minutes and then gradually warmed to 75 °C. And reacted at this temperature for 4 hours. The reaction was cooled to room temperature, poured into ice water, 25% aqueous ammonia solution was added dropwise and made alkaline,Extract with dichloromethane three times.The organic phase was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure.The crude product was isolated and purified by silica gel column chromatography (ethyl acetate / petroleum ether, 1: 20) to obtain 2.93 g of the compound 1 as a pale yellow solid in a yield of 69%.

References:

CN105949120,2016,A Location in patent:Paragraph 0055; 0056; 0057

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