7-METHOXY-2-METHYLQUINOLINE

7-METHOXY-2-METHYLQUINOLINE Property

Boiling point:

286.0±20.0 °C(Predicted)

Density 

1.102±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

6.15±0.50(Predicted)

Appearance

Colorless to light yellow Liquid

Safety

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2933499090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

7-METHOXY-2-METHYLQUINOLINE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 2-methyl-7-methoxyquinoline from ethanol and m-aminoanisole: 0.005 mmol (1.1 mg) of transition metal catalyst was accurately weighed and placed in a 10 mL Young reaction tube equipped with a magnetic stirrer. Under oxygen atmosphere, 0.04 mmol of co-catalyst I, 0.08 mmol of co-catalyst II, 0.2 mmol of 3-methoxyaniline and 1 mL of anhydrous ethanol were added sequentially to the reaction tube. The reaction mixture was stirred at 150 °C for 16 hours. After completion of the reaction, the pH of the reaction solution was adjusted to neutral and left to stand for subsequent processing. The target product 2-methyl-7-methoxyquinoline was purified by column chromatography in 88% yield.

References

[1] Patent: CN106543078, 2017, A. Location in patent: Paragraph 0089; 0090
[2] Tetrahedron Letters, 2010, vol. 51, # 37, p. 4911 - 4914
[3] Research on Chemical Intermediates, 2012, vol. 38, # 3-5, p. 761 - 773
[4] Journal of Organic Chemistry, 2017, vol. 82, # 6, p. 3284 - 3290
[5] Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013, vol. 43, # 4, p. 500 - 508