ChemicalBook CAS DataBase List 6-CHLOROQUINOLINE

6-CHLOROQUINOLINE synthesis

12synthesis methods

Product Name:6-CHLOROQUINOLINE
CAS Number:612-57-7
Molecular formula:C9H6ClN
Molecular Weight:163.6

All the reactions were carried out in a 50 mL stainless steel autoclave . A mixture of glycerol (1 g, 1 equiv.), aniline (0.58 g, 0.5 equiv.), water (2.5 mL) and W-KIT-6 (100 mg) was charged in to the autoclave simultaneously and finally heated to 200 °C with stirring for 3 h. On completion of the reaction (monitored by TLC), the autoclave was cooled to room temperature and the catalyst was removed by filtration. Ethyl acetate (10 mL) and water (5 mL) were added to the reaction mixture and stirred well for few minutes. The organic layer was dried over anhydrous Na2SO4 and the crude was purified by column chromatography using 60-120 mesh silica with ethylacetate/hexane as eluent to afford 6-chloroquinoline in good yield.

106-47-8 Synthesis

106-47-8
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$5.00/5G

504-63-2 Synthesis

504-63-2
579 suppliers
$9.00/5g

612-57-7
216 suppliers
$6.00/1g

Yield:612-57-7 86%

Reaction Conditions:

with tetrachloromethane;iron(III) chloride hexahydrate at 150; for 8 h;Inert atmosphere;Sealed tube;

Steps:

General procedure for the preparation of quinolines 2a-2l.

General procedure: An ampule was charged with 0.02 mmol of FeCl₃·6H₂O, 2 mmol of aniline, 4 mmol of carbon tetrachloride, and 8 mmol 1,3-propanediol under argon. The sealed ampule was placed into a pressure reactor, which was hermetically closed and heated at 150°C for 8 h with continuous stirring. After the reaction completion, the reactor was cooled to room temperature, the ampule was opened, the reaction mixture was poured in hydrochloric acid. The aqueous layer was separated, neutralized with 10% sodium hydroxide solution, and extracted with methylenechloride. The organic layer was filtered, the solvent was distilled off, and the residue was distilled in a vacuum. Physicochemical characteristics and spectral data of the obtained compounds 2a-2l corresponded to the literature data.

References:

Khusnutdinov;Bayguzina;Aminov [Russian Journal of General Chemistry,2015,vol. 85,# 12,p. 2725 - 2727][Zh. Obshch. Khim.,2015,vol. 85,# 12,p. 1993 - 1995,3]

106-47-8 Synthesis

106-47-8
486 suppliers
$5.00/5G

56-81-5 Synthesis