2,4-DICHLOROQUINOLINE

CAS NO.：703-61-7
Empirical Formula: C9H5Cl2N
Molecular Weight: 198.05
MDL number: MFCD00023939
EINECS: 640-568-2
SAFETY DATA SHEET (SDS)
Update Date: 2023-06-08 17:06:39

What is 2,4-DICHLOROQUINOLINE?

The Uses of 2,4-DICHLOROQUINOLINE

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.
synthesis of 2,4-DICHLOROQUINOLINE

Properties of 2,4-DICHLOROQUINOLINE

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.)
CAS DataBase Reference	703-61-7(CAS DataBase Reference)

Safety information for 2,4-DICHLOROQUINOLINE

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H301:Acute toxicity,oral H315:Skin corrosion/irritation H318:Serious eye damage/eye irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.