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ChemicalBook CAS DataBase List 3,5-Dimethylpyrazole
67-51-6

3,5-Dimethylpyrazole synthesis

10synthesis methods
3, 5-dimethyl pyrazole is synthesized with acetyl acetone and hydrazine hydrate as material and acid, such as glacial acetic acid, formic acid, propionic acid, butyric acid, etc. as catalyst, in alcohol, water and amine solvent at the reaction temperature of 0-120 deg. c.
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Yield:67-51-6 99%

Reaction Conditions:

with carbazic acid in neat (no solvent) at 70; for 0.3 h;Green chemistry;

Steps:

3. General procedure for the solid state or solvent-free reactions between 1a and di-carbonyl compounds.
General procedure: A 10.0 mmol for α-keto acid compound or a 5.2 mmol for β-diketones or α-keto acids was mixed with 0.40 g of hydrazinium carboxylate (1a, 5.2 mmol), respectively. (For solid di-carbonyl compound, the mixture was ground using a pestle and a mortar.) The mixture was stored in a closed vial, and then heated to 70 - 90 °C until the reaction was complete. Complete conversion to related product was dependent upon the nature of di-carbonyl compounds. Typically, those di-carbonyl compounds take about <3 h to complete the reactions. CO2 and water were released during the reaction. All products obtained from the reactions of 1a with di-carbonyl compounds were basically characterized by 1H and 13C NMR spectroscopy. The products have over 97% of purity of reaction mixture based on 1H NMR spectroscopy and isolation yields are over 97% based on di-carbonyl compounds. The melting points, elemental analysis and UV-Vis spectra for all azines, pyrazoles and pyridazinones, were measured after purification using appropriate solvent.

References:

Lee, Byeongno;Kang, Philjun;Lee, Kyu Hyung;Cho, Jaeheung;Nam, Wonwoo;Lee, Won Koo;Hur, Nam Hwi [Tetrahedron Letters,2013,vol. 54,# 11,p. 1384 - 1388] Location in patent:supporting information

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