4-Chloro-6-(trifluoromethyl)quinoline

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4-Chloro-6-(trifluoromethyl)quinoline manufacturers

4-Chloro-6-(trifluoromethyl)quinoline Basic information
Product Name:4-Chloro-6-(trifluoromethyl)quinoline
Synonyms:4-CHLORO-6-(TRIFLUOROMETHYL)QUINOLINE;BUTTPARK 14\01-63;4-Chloro-6-(trifluoromethyl)quinoline 98%;4-Chloro-6-(trifluoromethyl)quinoline98%;4-Chloro-6-(trifluoroMethyl)quinolline;4-Chloro-6-(trifluoromethyl)-1-azanaphthalene;Quinoline, 4-chloro-6-(trifluoromethyl)-
CAS:49713-56-6
MF:C10H5ClF3N
MW:231.6
EINECS:
Product Categories:Quinoline&Isoquinoline
Mol File:49713-56-6.mol
4-Chloro-6-(trifluoromethyl)quinoline Structure
4-Chloro-6-(trifluoromethyl)quinoline Chemical Properties
Melting point 48°C
Boiling point 265.5±35.0 °C(Predicted)
density 1.427±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka2.45±0.16(Predicted)
AppearancePale purple to purple Solid
InChIInChI=1S/C10H5ClF3N/c11-8-3-4-15-9-2-1-6(5-7(8)9)10(12,13)14/h1-5H
InChIKeyFTNQANJWBFKPIP-UHFFFAOYSA-N
SMILESN1C2C(=CC(C(F)(F)F)=CC=2)C(Cl)=CC=1
CAS DataBase Reference49713-56-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,T
Risk Statements 36/37/38-36-25
Safety Statements 26-36/37/39-45
RIDADR UN 2811 6.1 / PGIII
WGK Germany 3
HazardClass IRRITANT
HS Code 2933499090
MSDS Information
ProviderLanguage
ALFA English
4-Chloro-6-(trifluoromethyl)quinoline Usage And Synthesis
Synthesis
6-(TRIFLUOROMETHYL)QUINOLIN-4-OL

49713-51-1

4-Chloro-6-(trifluoromethyl)quinoline

49713-56-6

4-Hydroxy-6-trifluoromethylquinoline (50 mg, 0.2 mmol) was used as starting material and synthesized with reference to the method reported in Bioorganic & Medicinal Chemistry Letters, 2005, 15(4), 1015-1018. The raw material was added to phosphorus trichloride (108 mg, 0.7 mmol). After the addition was completed, the reaction mixture was heated to 90 °C and stirred continuously for 2 hours. Upon completion of the reaction, the pH was adjusted to 8-9 by slow dropwise addition of saturated sodium bicarbonate solution.Subsequently, extraction was carried out with ethyl acetate (30 mL x 3). The organic phases were combined and concentrated under reduced pressure to afford the target product 4-chloro-6-(trifluoromethyl)quinoline (60 mg, colorless oil), which could be used directly in the subsequent reaction without further purification.

References[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 4, p. 1015 - 1018
[2] Patent: KR2016/6207, 2016, A. Location in patent: Paragraph 0188; 0191-0194
[3] Patent: US2016/108035, 2016, A1. Location in patent: Paragraph 0136-0137
4-Chloro-6-(trifluoromethyl)quinoline Preparation Products And Raw materials
Raw materials6-(Trifluoromethyl)quinolin-4-ol
Preparation Products4-Methyl-6-Trifluoromethyl-Quinoline
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