1-p-tolyl-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one synthesis

Yield:-

Reaction Conditions:

with sodium acetate in acetic acid;Reflux;Inert atmosphere;

Steps:

General procedure for the synthesis of the target compounds 10a-g and 11a-g

General procedure: Acetylacetic ether or trifluoroacetyl ethyl acetate (25 mmol) were added to a mixture solution of 5a-g (25 mmol) and sodium acetate (26 mmol) in acetic acid (20 mL). The reaction mixture was stirred at reflux temperature for 5-10 h. After cooling, the mixture was added to a saturated solution of NaHCO₃ until its pH value is adjusted to 7 and extracted with ethyl acetate for three times. The combined organic layer was then dried, filtered, concentrated and the residue was purified by column chromatography (PE/EtOAc = 6:1, v/v) to give light yellow solid 6a-g and 7a-g in 50-70% yield.

References:

Sheng, Xiao;Hua, Kai;Yang, Chunyu;Wang, Xiaoli;Ji, Hui;Xu, Jinyi;Huang, Zhangjian;Zhang, Yihua [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 17,art. no. 22880,p. 3535 - 3540]