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ChemicalBook CAS DataBase List 4-(1H-PYRAZOL-1-YL)BENZOIC ACID
16209-00-0

4-(1H-PYRAZOL-1-YL)BENZOIC ACID synthesis

3synthesis methods
4-PYRAZOL-1-YL-BENZONITRILE

25699-83-6

4-(1H-PYRAZOL-1-YL)BENZOIC ACID

16209-00-0

To a 250 mL round bottom flask was added 4-(1H-pyrazol-1-yl)benzonitrile (2 g, 11.82 mmol), ethanol (40 mL), water (40 mL) and sodium hydroxide (705 mg, 17.63 mmol). The reaction mixture was stirred at 105 °C for 16 h and subsequently concentrated under reduced pressure. The residue was diluted with distilled water (30 mL) and extracted with ethyl acetate (50 mL). The pH of the aqueous phase was adjusted to 5 with 6.0 M hydrochloric acid.The precipitated solid was collected by filtration, washed with distilled water (10 mL) and dried in an oven to afford 4-(1H-pyrazol-1-yl)benzoic acid as a light yellow solid (1 g, 45% yield).LCMS (ESI): m/z 189 [M + H]+.

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Yield:16209-00-0 65%

Reaction Conditions:

with water in ethanol at 105; for 16 h;

Steps:

1 Preparation of 4-(1H-pyrazol-1-yl)biphenylcarboxamide compounds containing diphenyl ether group:

4-(1H-pyrazol-1-yl)benzonitrile (0.338 g, 1.0 mmol) was dissolved in 25 mL (ethanol/water,volume ratio, 1:1), the temperature was raised to 105°C under stirring for 16h, the reaction solution was poured into water,Ethyl acetate (30 mL) was extracted, the aqueous phase was acidified to pH=5 at 6.0 mol/L, and a solid was precipitated.Suction filtration and drying to obtain 4-(1H-pyrazol-1-yl)benzoic acid as a white solid with a yield of 65%.

References:

CN113880765,2022,A Location in patent:Paragraph 0032-0034