ChemicalBook--->CAS DataBase List--->49713-58-8

49713-58-8

49713-58-8 Structure

49713-58-8 Structure
IdentificationBack Directory
[Name]

4-chloroquinoline-7-carboxylic acid
[CAS]

49713-58-8
[Synonyms]

4-chloroquinoline-7-carboxylic acid
4-chloro-7-quinolinecarboxylic acid
7-Quinolinecarboxylic acid, 4-chloro-
3-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methylamino)benzonitrile
[EINECS(EC#)]

200-589-5
[Molecular Formula]

C10H6ClNO2
[MDL Number]

MFCD11518966
[MOL File]

49713-58-8.mol
[Molecular Weight]

207.61
Chemical PropertiesBack Directory
[Boiling point ]

364.2±27.0 °C(Predicted)
[density ]

1.469±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

3.70±0.27(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

4-chloroquinoline-7-carboxylic acid(49713-58-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Chloro-7-(trifluoromethyl)quinoline

346-55-4

4-chloroquinoline-7-carboxylic acid

49713-58-8

General procedure for the synthesis of 4-chloroquinoline-7-carboxylic acid from 4-chloro-7-trifluoromethylquinoline: 10.0 g (43.2 mmol) of 4-chloro-7-trifluoromethylquinoline was dissolved in 200 mL of concentrated hydrochloric acid. The reaction was heated in a microwave reactor with radiation at 550 W power for 2 hours. Upon completion of the reaction, the reaction mixture was slowly poured into ice water and the pH was adjusted to 3-4 with sodium hydroxide solution.The precipitated product was collected by diafiltration, washed several times with deionized water and subsequently dried. Finally 8.9 g of 4-chloroquinoline-7-carboxylic acid was obtained in 99% yield of the theoretical value. Thin layer chromatography (TLC) analysis showed an Rf value of 0.45 (silica gel plate, unfolding agent was toluene/ethanol = 4:1). The molecular formula of the product was C10H6ClNO2 (molecular weight 207.62), and the mass spectrometry analysis showed that the molecular ion peak (M+H)+ was 208/210 (chlorine isotope peak).

[References]

[1] Patent: WO2004/58743, 2004, A1. Location in patent: Page/Page column 116-117
[2] Patent: WO2004/80970, 2004, A1. Location in patent: Page 34; 35
[3] Patent: WO2016/118565, 2016, A1. Location in patent: Paragraph 00320
[4] Patent: US2004/102450, 2004, A1. Location in patent: Page/Page column 72
[5] Patent: US5773449, 1998, A
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