2-hydroxy-6-methyl-1H-quinolin-4-one Chemical Properties

Melting point:

342 ºC

Boiling point:

404.0±45.0 °C(Predicted)

Density 

1.313

storage temp. 

Sealed in dry,Room Temperature

pka

4.50±1.00(Predicted)

2-hydroxy-6-methyl-1H-quinolin-4-one Usage And Synthesis

Synthesis

In a dry three-necked flask, p-toluidine (5.0 g, 46.7 mmol), diethyl malonate (14 mL, 93.3 mmol) and polyphosphoric acid (22.5 mL, 140 mmol) were added sequentially. The reaction mixture was stirred at 150 °C for 3 hours. Upon completion of the reaction, the reaction system was cooled to room temperature, 500 mL of ice water was slowly added, and the pH was adjusted to 5-6 with alkali. the resulting yellow solid product was collected by filtration. The solid was dissolved in an appropriate amount of sodium hydroxide solution and filtered again to yield 7.5 g of 6-methyl-2,4-dihydroxyquinoline as a yellow solid in 92% yield.

References

[1] Patent: CN107098901, 2017, A. Location in patent: Paragraph 0082; 0083; 0084; 0085
[2] British Journal of Pharmacology, 2015, vol. 172, # 5, p. 1195 - 1221
[3] European Journal of Medicinal Chemistry, 2010, vol. 45, # 10, p. 4467 - 4472

2-hydroxy-6-methyl-1H-quinolin-4-one(1677-44-7)Related Product Information

• 1-(4-METHOXY-1-NAPHTHYL)ETHANONE
• 2,2,2-Trifluoro-1-(4-Methoxy-naphthalen-1-yl)-ethanone
• 2,4-Quinolinediol