1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI) Chemical Properties

Melting point:

255-260°C

Boiling point:

389.8±22.0 °C(Predicted)

Density 

1.714±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

2.70±0.25(Predicted)

color 

White to off-white

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

2933199090

1H-Pyrazole-3-carboxylicacid,4-chloro-(9CI) Usage And Synthesis

Synthesis

A mixture of 4-chloro-3-methylpyrazole hydrochloride (20 mmol, 3.06 g; see step (a)) with potassium permanganate (50 mmol, 11.4 g) in 500 mL of water was stirred thoroughly. The mixture was first stirred at room temperature for 3 days, then warmed up to 70 °C and continued stirring for 5 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated. To the concentrate was added 1 M aqueous hydrochloric acid (50 mL) followed by extraction with ethyl acetate (5 x 50 mL). The organic phases were combined, washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated to give 640 mg (22% yield) of the target product 4-chloro-1H-pyrazole-5-carboxylic acid as a white solid.1H NMR (DMSO-d6, 400 MHz) δ 13.47 (br s, 2H), 7.92 (br s, 1H).

References

[1] Patent: WO2007/45868, 2007, A1. Location in patent: Page/Page column 49
[2] Patent: WO2007/51981, 2007, A1. Location in patent: Page/Page column 52

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