Thiazole,5-(chloromethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]- Chemical Properties

Melting point:

60-62°

Boiling point:

363.5±52.0 °C(Predicted)

Density 

1.357±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

Chloroform, Methanol

form 

Solid

pka

1.62±0.10(Predicted)

color 

Yellow

Safety Information

HazardClass 

IRRITANT

HS Code 

2934100090

Thiazole,5-(chloromethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]- Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

Intermediate in the production of GW 501516 and its derivatives

Synthesis

To a stirred solution of Intermediate 1 (8.2 g, 30 mmol) and triethylamine (6.07 g, 8.36 mL, 60 mmol) in anhydrous dichloromethane (120 mL) at 0 °C was slowly added methanesulfonyl chloride (5.49 g, 3.71 mL, 48 mmol). After 2 hours of reaction at 0°C, additional triethylamine (6 mmol) and methanesulfonyl chloride (4.8 mmol) were added. After 2 hours of reaction, thin layer chromatography (TLC, unfolding agent: hexane/ethyl acetate, 1:1) showed complete reaction. The reaction mixture was diluted with dichloromethane (120 mL) and washed sequentially with saturated sodium bicarbonate solution (2 x 240 mL) and water (2 x 240 mL), and the organic phase was dried, filtered, and concentrated to afford 5-(chloromethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole (8.0 g, 27 mmol, 90% yield) as a yellow solid.

References

[1] Patent: WO2004/785, 2003, A2. Location in patent: Page 43

Thiazole,5-(chloromethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]-(317318-97-1)Related Product Information

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