4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties

Boiling point:

373.2±37.0 °C(Predicted)

Density 

1.277

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

2.72±0.50(Predicted)

Appearance

Light yellow to brown Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26-24/25

WGK Germany 

3

HS Code 

29334900

4-HYDROXY-8-METHOXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

Step B: Synthesis of ethyl 4-hydroxy-8-methoxyquinoline-3-carboxylate: Diethyl 2-(((2-methoxyphenyl)amino)methylene)malonate (47.6 g, 162 mmol) was suspended in Dowtherm (100 mL) and heated to 250 °C. The reaction mixture was kept in a sand bath overnight, subsequently cooled to room temperature and diluted with pentane (750 mL). The resulting solid product was collected by filtration and washed with hexane to afford the target compound (25.7 g, 64% yield). Mass spectrometry analysis (APCI) showed m/z 248.0 ([M + H]+).

References

[1] Patent: US2007/49603, 2007, A1. Location in patent: Page/Page column 66

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