7-CHLOROQUINOLINE Chemical Properties

Melting point:

31.5°C

Boiling point:

268°C(lit.)

Density 

1.2158

refractive index 

1.6108 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Acetone (Slightly), Chloroform (Slightly)

pka

3.36±0.14(Predicted)

form 

Solid

color 

Tan

λmax

319nm(EtOH aq.)(lit.)

NIST Chemistry Reference

7-chloroquinoline(612-61-3)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HS Code 

2933499090

7-CHLOROQUINOLINE Usage And Synthesis

Chemical Properties

light yellow powder

Uses

Chloroquinolines block antibiotic efflux pumps in antibiotic-resistant Enterobacter aerogenes isolates.

Synthesis

General Program 138: Synthesis of 7-chloroquinoline (Intermediate 573) 1. 4,7-Dichloroquinoline (10 g, 50 mmol) was dissolved in THF (100 ml) and degassed using N2 for 5 min. 2. PdCl2 (dppf) (1.2 g, 2 mmol), TMEDA (9.97 g, 86 mmol) and NaBH4 (3.24 g, 86 mmol) were added sequentially. 3. The reaction mixture was stirred at room temperature for 5 hours. 4. Upon completion of the reaction, brine (20 ml) was added dropwise followed by removal of solvent under vacuum. 5. The residue was dissolved in EtOAc (200 ml), dried by adding MgSO4 and then concentrated under vacuum. 6. The crude product was purified by column chromatography using heptane/EtOAc (4:1 to 1:1 gradient) as eluent to afford the title compound 7-chloroquinoline (5.4 g, 65% yield). MW: 163.61 HPLCMS (Method B): [m/z]: 163.90

References

[1] Tetrahedron Letters, 2010, vol. 51, # 12, p. 1562 - 1565
[2] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209
[3] Patent: US2012/214803, 2012, A1. Location in patent: Page/Page column 185

7-CHLOROQUINOLINE(612-61-3)Related Product Information

• 6-Bromo-4-chloroquinoline ,97%
• 5-Chloroquinaldine
• QUINACRINE MUSTARD DIHYDROCHLORIDE
• 4-chloroquinoline-6-carboxylic acid
• 4-Chloroquinoline-3-boronic acid, 97%
• 7-chloroquinoline-4-carboxylic acid
• Mepacrine hydrochloride
• Quinclorac
• 7-Chloroquinolin-4-ol
• 5,7-Dichloro-8-hydroxyquinoline
• 7-Chloro-2-methylquinoline
• 5,7-Dichloro-8-hydroxyquinaldine
• Hydroxychloroquine sulfate
• 6,9-Dichloro-2-methoxyacridine
• 7-CHLORO-4-HYDROXY QUINOLINE-3-CARBOXYLIC ACID
• CHLOROQUINE
• 7-CHLORO-4-HYDRAZINOQUINOLINE
• Chloroquine diphosphate