2,4-DICHLOROQUINOLINE Chemical Properties

Melting point:

52-54

Boiling point:

282°C(lit.)

Density 

1.4178 (rough estimate)

refractive index 

1.6610 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Methanol

form 

Solid

pka

-1.10±0.50(Predicted)

color 

White

λmax

305nm(MeOH)(lit.)

InChIKey

QNBJYUUUYZVIJP-UHFFFAOYSA-N

CAS DataBase Reference

703-61-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-41-37/38-25

Safety Statements 

26-36-45-39

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933491090

2,4-DICHLOROQUINOLINE Usage And Synthesis

Uses

2,4-Dichloroquinoline is used in the synthesis of tRNA synthetase inhibitors with antibacterial activity against gram-positive bacteria. Also used in the preparation of arylquinolines displaying anthelmintic properties.

Synthesis

The synthesis of 2,4-dichloroquinoline is as follows:A suspension of quinoline-2,4-diol (150 g, 931 mmol) in POCl3 (975 mL, 10.4 mol) was stirred at reflux for 6 hr and the reaction mixture was concentrated. The residue was diluted with CHCl3 (500 mL) and the solution was poured into ice water. The aqueous layer was extracted with CHCl3 (three times). The combined organic layer was dried over MgSO4, filtrated, concentrated, and purified by flash chromatography (silica gel, 20% EtOAc in hexane) to give 2,4-dichloroquinoline (177 g, 96%) as a pale brown solid.  

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