3-Methyl-3-pyrazolin-5-one

Chemical Properties

Light yellow crystalline powder

Uses

3-Methyl-3-pyrazolin-5-one was used in the preparation of substituted 4-alkyl(cycloalkyl)-2-amino-3-cyano-4H-pyrans.

General Description

3-Methyl-3-pyrazolin-5-one is an intermediate in the synthesis of heterocyclic compounds. Crystal structure of 3-methyl-3-pyrazolin-5-one was studied.

Synthesis

GENERAL METHODS: Phenylhydrazine (1 mmol), ethyl acetoacetate (1 mmol) and cobalt doped ZnS nanoparticles (5 mol%) were mixed in a Borosil beaker. The reaction mixture was homogeneously mixed using a glass rod and placed in an infrared reactor (360 W) for irradiation. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature. Subsequently, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent to give the crude product. The crude product was purified by recrystallization from hot ethanol. Nanoparticles were recovered by sonication of the aqueous phase and could be reused four times in the same reaction.

References

[1] Journal of Molecular Catalysis A: Chemical, 2013, vol. 373, p. 61 - 71
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 4, p. 507 - 516
[3] Patent: WO2015/200650, 2015, A1. Location in patent: Paragraph 0532-0534
[4] Chemische Berichte, 1896, vol. 29, p. 257
[5] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2> 39, p. 52