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5-CHLOROQUINOLINE

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CAS:635-27-8
Purity:98% Package:1KG;1USD
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CAS:635-27-8
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CAS:635-27-8
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Products Intro: Product Name:5-chloroquinoline
CAS:635-27-8
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5-CHLOROQUINOLINE manufacturers

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  • 2025-11-18
  • CAS:635-27-8
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  • 5-CHLOROQUINOLINE
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  • 2019-07-06
  • CAS:635-27-8
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5-CHLOROQUINOLINE Basic information
Product Name:5-CHLOROQUINOLINE
Synonyms:5-Chloroquinoline hydrochloride;5-CHLOROQUINOLINE;5-Chloroquinoline >;Quinoline, 5-chloro-;5-CHLOROQUINOLINE ISO 9001:2015 REACH;5-chloroquiboline
CAS:635-27-8
MF:C9H6ClN
MW:163.6
EINECS:626-435-1
Product Categories:Aromatics;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
Mol File:635-27-8.mol
5-CHLOROQUINOLINE Structure
5-CHLOROQUINOLINE Chemical Properties
Melting point 28-32 °C
Boiling point 263°C(lit.)
density 1.2108 (rough estimate)
refractive index 1.6110 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Chloroform, Ethyl Acetate, Methanol
form Solid
pka3.88±0.12(Predicted)
color Off-White to Yellow
λmax317nm(EtOH aq.)(lit.)
BRN 114722
InChIInChI=1S/C9H6ClN/c10-8-4-1-5-9-7(8)3-2-6-11-9/h1-6H
InChIKeyHJSRGOVAIOPERP-UHFFFAOYSA-N
SMILESN1C2C(=C(Cl)C=CC=2)C=CC=1
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2933998090
MSDS Information
ProviderLanguage
SigmaAldrich English
5-CHLOROQUINOLINE Usage And Synthesis
Chemical PropertiesYellow Solid
Uses5-Chloroquinoline (cas# 635-27-8) is a compound useful in organic synthesis.
Synthesis
5-Aminoquinoline

611-34-7

5-CHLOROQUINOLINE

635-27-8

General procedure for the synthesis of 5-chloroquinoline from 5-aminoquinoline: 5-aminoquinoline (756 mg, 5.24 mmol) was suspended in an aqueous 2N HCl solution (31 mL) and cooled to 0°C. A solution of NaNO2 (470 mg, 6.80 mmol) in water (14 mL) was added slowly with stirring. The reaction mixture was kept stirred at 0 °C for 30 min. Subsequently, a concentrated hydrochloric acid solution of CuCl (644 mg, 6.51 mmol) was added and additional concentrated hydrochloric acid (16 mL) was added. The reaction mixture was gradually warmed to room temperature and stirring was continued for 24 hours. After the reaction was completed, saturated NaHCO3 solution was added slowly until no more gas was produced. The organic phase was extracted with dichloromethane (3 x 50 mL) and the combined organic layers were washed with brine and dried over anhydrous MgSO4. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by silica gel column chromatography (eluent: EtOAc/hexane=1:1) to afford the target product 5-chloroquinoline (579 mg, 68% yield).

References[1] Bioorganic and medicinal chemistry, 2002, vol. 10, # 8, p. 2611 - 2623
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1472 - 1476
[3] Patent: WO2016/86200, 2016, A1. Location in patent: Page/Page column 235
5-CHLOROQUINOLINE Preparation Products And Raw materials
Raw materials5-Aminoquinoline-->Hydrochloric acid-->Sodium nitrite-->Copper(I) chloride
Tag:5-CHLOROQUINOLINE(635-27-8) Related Product Information
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