7-IODO-4-CHLOROQUINOLINE

7-IODO-4-CHLOROQUINOLINE Property

Melting point:

101-102 °C

Boiling point:

174-175 °C(Press: 4 Torr)

Density 

1.919±0.06 g/cm3(Predicted)

storage temp. 

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

pka

2.05±0.27(Predicted)

Appearance

Colorless to light yellow Liquid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

7-IODO-4-CHLOROQUINOLINE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 4-chloro-7-iodoquinoline from 4-hydroxy-7-iodoquinoline: 4-hydroxy-7-iodoquinoline (4.5 g) was dissolved in 30 mL of phosphorus oxychloride (POCl3). The reaction mixture was heated to reflux for 2 hours. Upon completion of the reaction, the excess phosphorous trichloride was removed by distillation under reduced pressure. The residue was alkalized with ammonium hydroxide (NH4OH) to pH>7 and subsequently extracted with ethyl acetate (EtOAc). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 3.95 g (80% yield) of 4-chloro-7-iodoquinoline as a yellow solid.

References

[1] Patent: US2008/234267, 2008, A1. Location in patent: Page/Page column 13
[2] Patent: WO2005/63739, 2005, A1. Location in patent: Page/Page column 53
[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980, vol. 16, # 7, p. 754 - 757
[4] Khimiya Geterotsiklicheskikh Soedinenii, 1980, # 7, p. 972 - 975
[5] Journal of the American Chemical Society, 1949, vol. 71, p. 3236