4-HYDROXY-6-METHOXYQUINOLINE Chemical Properties

Melting point:

225-244 °C(Solv: water (7732-18-5))

Boiling point:

351.8±22.0 °C(Predicted)

Density 

1.258±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.40±0.40(Predicted)

Appearance

Off-white to gray Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2933499090

4-HYDROXY-6-METHOXYQUINOLINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-hydroxy-6-methoxyquinoline-3-carboxylic acid from 4-hydroxy-6-methoxyquinoline-3-carboxylic acid: 4-hydroxy-6-methoxyquinoline-3-carboxylic acid (7, 15.7 g, 72 mmol) was dissolved in 80 mL of diphenyl ether and heated to 245 °C in a metal bath for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and dissolved in 200 mL of hexane. The mixture was stirred for 3 hours and then filtered. The resulting solid was washed with ethyl acetate and dried to give 6-methoxyquinolin-4-ol (8, 12.5 g, 72 mmol, 100% yield). The product was characterized by 1H-NMR (DMSO-d6): δ= 3.81 (s, 3H), 5.99 (d, 1H), 7.28 (dd, 1H), 7.48-7.53 (m, 2H), 7.86 (d, 1H), 11.87 (bs, 1H).Results of the LC-MS analysis: retention time (Rt) = 0.87 min; mass spectrum (MS): m/z = 176 [M + H]+.

References

[1] Tetrahedron Letters, 2017, vol. 58, # 8, p. 794 - 796
[2] Journal of the American Chemical Society, 1946, vol. 68, p. 1204,1206
[3] Organic Syntheses, 1955, vol. Coll. Vol. III, p. 272
[4] Journal of the American Chemical Society, 1947, vol. 69, p. 1659,1660
[5] Chemical and Pharmaceutical Bulletin, 2007, vol. 55, # 5, p. 821 - 824

4-HYDROXY-6-METHOXYQUINOLINE(23432-39-5)Related Product Information

• 4-HYDROXY-6-METHOXYQUINOLINE
• 4-HYDROXY-8-METHOXYQUINOLINE
• ETHYL 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLATE
• Methyl 4-hydroxy-8-methoxyquinoline-2-carboxylate
• 7-Methoxy-4-quinolinol 4-Hydroxy-7-methoxyquinoline,4-HYDROXY-7-METHOXYQUINOLINE
• 4-HYDROXY-7-METHOXYQUINOLINE-3-CARBOXYLIC ACID
• 4-Hydroxy-5-methoxyquinoline- 3-carboxylic acid
• ETHYL 4-HYDROXY-8-METHOXYQUINOLINE-3-CARBOXYLATE
• (S)-1-Boc-3-methylpiperazine
• 4-HYDROXY-7-METHOXYQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
• 4-HYDROXY-6-METHOXYQUINOLINE-3-CARBOXYLIC ACID,3-CARBOXY-4-HYDROXY-6-METHOXYQUINOLINE
• 4-HYDROXY-8-METHOXYQUINOLINE-3-CARBOXYLIC ACID,4-Hydroxy-8-methoxyquinoline-3-carboxylic acid ,95%
• 2-HYDROXY-4-METHOXYQUINOLINE
• 2-Hydroxy-6-methoxyquinoline
• 4-HYDROXY-5-METHOXYQUINOLINE
• 6-Methoxyquinoline
• ETHYL 4-HYDROXY-8-METHOXYQUINOLINE-2-CARBOXYLATE
• 4-HYDROXY-7-METHOXYQUINOLINE