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114138-49-7

5-hydroxy-3-phenyl-1-(phenyl)-1H-pyrazole synthesis

2synthesis methods
-

Yield:114138-49-7 26%

Reaction Conditions:

in ethanol at 90;Sealed tube;

Steps:

4.2.4. 1,3-Diphenyl-1H-pyrazol-5-ol (3)

To a solution of phenylhydrazine (182 μM, 200 mg, 1.849 mmole), ethyl benzoylacetate (382.9 μl, 426.5 mg, 2.219 mmole) in EtOH (0.5 ml) was added and stirred at 90 °C overnight in a sealed tube. After cooling to room temperature, the solid obtained was filtered, washed with EtOH, and dried to afford 3 (112 mg, 26% yield) as a yellow solid. 1H NMR (270 MHz, CDCl3) δ 7.95-8.00 (2H, m), 7.75-7.80 (2H, m),7.40-7.49 (5H, m), 7.19-7.26 (1H, m), 3.87 (2H, s). LC-MS (ESI): m/z237 [M+H]+

References:

Tsuganezawa, Keiko;Sekimata, Katsuhiko;Nakagawa, Yukari;Utata, Rei;Nakamura, Kana;Ogawa, Naoko;Koyama, Hiroo;Shirouzu, Mikako;Fukami, Takehiro;Kita, Kiyoshi;Tanaka, Akiko [Bioorganic and Medicinal Chemistry,2020,vol. 28,# 1,art. no. 115182]