3-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID Chemical Properties

Melting point:

236-240℃

storage temp. 

2-8°C

Appearance

White to off-white Solid

3-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID Usage And Synthesis

Definition

ChEBI: 5-methyl-pyrazole-3-carboxylic acid is a memebr of the class of pyrazoles that is 1H-pyrazole with methyl and carboxylic acid group substituents at positions 5 and 3 respectively. It has a role as a metabolite. It is a member of pyrazoles and a monocarboxylic acid. It derives from a hydride of a 1H-pyrazole.

Synthesis

General procedure for the synthesis of 3-methyl-1H-pyrazole-5-carboxylic acid from methyl 5-methyl-1H-pyrazole-3-carboxylate: 75 ml of methanol solution of 10.1 g (71.8 mmol) of methyl 5-methyl-1H-pyrazole-3-carboxylate was added to the reaction flask and stirred until complete dissolution. Subsequently, 150 ml of an aqueous solution containing 4.4 g (110 mmol) of sodium hydroxide was slowly added. The reaction mixture was heated to 50°C and kept at this temperature for 2 hours. After completion of the reaction, the pH of the reaction solution was adjusted to 2 with 2 M hydrochloric acid solution, at which point a solid precipitated. The precipitate was collected by filtration and the filter cake was washed with an appropriate amount of water. Finally, the filter cake was dried to give a white solid product 3-methyl-1H-pyrazole-5-carboxylic acid in 99.8% yield.

References

[1] Patent: CN105669556, 2016, A. Location in patent: Paragraph 0083; 0084; 0085

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