8-Chloroquinoline

CLEAR YELLOW TO BROWN LIQUID

8-chloroquinoline is a member of quinolines and an organochlorine compound.

General procedure: PdClGeneral procedure: A mixture of aromatic amine (1.0 mmol), glycerol (3.0 mmol), and Brönsted acidic ionic liquid BAIL (1.5 mmol) in a closed glass vial was heated using a GE model JE635WW microwave oven, at full power (920W) in five 20 s pulses giving 5 s cooling time between the pulses. Then cooled reaction mixture was diluted with water (30 mL), basified with 0.5 M aqueous sodium hydroxide and steam distilled. The distillate was extracted with methylene chloride (3X 6 mL). Combined organic layer was dried and chromatographed on silica, eluting with methylene chloride gave corresponding quinolines.General procedure: N-Heterocyclic amine (0.50 mmol), CoTPP (10 mg) and DMF (2 mL) were mixed in a carousel reaction tube. The reaction mixture was stirred at 120 C under oxygen atmosphere, the reaction was sampled periodically and monitored by TLC (petroleum ether/ethyl acetate (10:1 v/v)). After the reaction, the reaction mixture was then cooled to room temperature and purified using flash chromatography to give the corresponding product. All the dehydrogenation products are known, and their NMR spectra were consistent with the literature. NMR spectra were recorded at 25 C on an Bruker AVANCE III 400-NMR spectrometer at 400 MHz for General procedure: An ampule was charged with 0.02 mmol of FeClGeneral procedure: General procedure for synthesis of quinolines from anilines and ADA was carried out in Panasonic NN-K5541JF microwave oven reactor equipping a magnetic stirring device. The typical procedures were as follows: ADA (1mmol), excessive anilines (4mmol) and solid catalyst were charged into a round-bottom ask; and then, the mixtures was placed into microwave reactor. The reaction was conducted by continuous microwave irradiation for 1–40 min under refluxing and stirring condition. Finally, the resulting products were determined by GC–MS of Varian Saturn 2200/ CP-3800 gas chromatography–mass spectrometry equipped with two CP8944 capillary columns (VF-5, 30m×0.25mm×0.25 μm).General procedure: A mixture of aromatic amine (1.0 mmol), glycerol (3.0 mmol), and Broensted acidic ionic liquid BAIL (1.5 mmol) in a closed glass vial was heated using a GE model JE635WW microwave oven, at full power (920W) in five 20 s pulses giving 5 s cooling time between the pulses. Then cooled reaction mixture was diluted with water (30 mL), basified with 0.5 M aqueous sodium hydroxide and steam distilled. The distillate was extracted with methylene chloride (3X 6 mL). Combined organic layer was dried and chromatographed on silica, eluting with methylene chloride gave corresponding quinolines.

Molecular Weight:163.60
XLogP3:2.4
Hydrogen Bond Acceptor Count:1
Exact Mass:163.0188769
Monoisotopic Mass:163.0188769
Topological Polar Surface Area:12.9
Heavy Atom Count:11
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes