7-(TRIFLUOROMETHYL)-4-QUINOLINOL Chemical Properties

Melting point:

266-269 °C(lit.)

Boiling point:

311.9±37.0 °C(Predicted)

Density 

1.3581 (estimate)

storage temp. 

2-8°C

pka

3.79±0.40(Predicted)

form 

Powder

color 

Light grayish to beige

InChIKey

OWPLFJSQLPTCHS-UHFFFAOYSA-N

CAS DataBase Reference

322-97-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29334990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

7-(TRIFLUOROMETHYL)-4-QUINOLINOL Usage And Synthesis

Chemical Properties

Light greyish-beige powder

Uses

4-Hydroxy-7-(trifluoromethyl)quinoline was used in the synthesis of 4[[7-(trifluoromethyl)quinolin-4-yl]oxy]pthalonitrile.

Definition

ChEBI: 7-(trifluoromethyl)-1H-quinolin-4-one is a member of quinolines.

Synthesis

General procedure for the synthesis of 4-hydroxy-7-(trifluoromethyl)quinoline-3-carboxylic acid from ethyl 4-hydroxy-7-(trifluoromethyl)quinoline-3-carboxylate: Compound I-D (5 g) and potassium hydroxide (3 equiv.) were dissolved in 60 ml of a solvent mixture of water and ethylene glycol (1:1) in a sealed XP-500 Plus container. The reaction was microwave heated at 200°C and 220-240 psi pressure for 30 minutes using a MARS 5 microwave system. After completion of the reaction, the mixture was cooled to room temperature and poured into 100 ml of water. The solution was acidified to pH ≈ 6 with 2N hydrochloric acid, subsequently saturated with sodium chloride and extracted with tetrahydrofuran (3 x 200 ml). The organic layers were combined, washed with brine and concentrated to give compounds I-E in over 80% yield.

References

[1] Patent: WO2005/63739, 2005, A1. Location in patent: Page/Page column 45-46
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 25, p. 4918 - 4926
[3] Journal of the American Chemical Society, 1947, vol. 69, p. 371,373

7-(TRIFLUOROMETHYL)-4-QUINOLINOL(322-97-4)Related Product Information

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