| Identification | Back Directory | [Name]
2-hydroxy-6-methyl-1H-quinolin-4-one | [CAS]
1677-44-7 | [Synonyms]
6-Methylquinoline-2,4-diol
4-Hydroxy-6-methyl-2-quinolone
4,6-Dihydroxy-2-methylquinoline
6-Methyl-2,4-dihydroxyquinoline
2-hydroxy-6-methyl-1H-quinolin-4-one
4-Hydroxy-6-methyl-1H-quinolin-2-one
2(1H)-Quinolinone, 4-hydroxy-6-methyl- | [Molecular Formula]
C10H9NO2 | [MDL Number]
MFCD00227473 | [MOL File]
1677-44-7.mol | [Molecular Weight]
175.18 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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