ChemicalBook CAS DataBase List 3,5-DI(2-PYRIDYL)PYRAZOLE

3,5-DI(2-PYRIDYL)PYRAZOLE synthesis

5synthesis methods

Product Name:3,5-DI(2-PYRIDYL)PYRAZOLE
CAS Number:129485-83-2
Molecular formula:C13H10N4
Molecular Weight:222.25

10198-89-7
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$12.00/250mg

129485-83-2
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$30.00/100mg

Yield: 65%

Reaction Conditions:

with hydrazine hydrate in ethanol for 24 h;Reflux;Inert atmosphere;

Steps:

2.5.1. General synthesis of the ancillary ligands
1-(Pyridin-2-yl)ethanone (1.26 g, 10.4 mmol) and esters(20.8 mmol, 2.0 equiv) were slowly added to a stirred suspension ofsodium hydride (0.50 g, 20.8 mmol) in dry tetrahydrofuran (THF)(50 mL) at 0 °C. After the mixture was refluxed for 12 h, it was quenchedwith 2 N HCl until pH value to 5-6 and extracted three times withethyl acetate (EtOAc). The organic phase was washed with brine, driedover Na2SO4, and concentrated under vacuum to yield the crude 1, 3-dione. Then hydrazine monohydrate (104 mmol, 10 equiv) was addedto the crude 1, 3-dione in 50 mL of ethanol and refluxed for 24 h. Thenthe solution was concentrated and the residue was dissolved in EtOAc.After washing with brine, dried over Na2SO4, and concentrated, thecrude product was purified through a flash silica gel column to obtain awhite solid.pypzpy (yield: 65%) 1H NMR (400 MHz, DMSO) δ13.73 (s, 1H),8.63 (d, J=2.8 Hz, 2H), 7.99 (d, J=7.0 Hz, 2H), 7.88 (s, 2H), 7.45 (s,1H), 7.35 (s, 2H). MS (ESI): m/z 300 [M+].

References:

Su, Ning;Shen, Cheng-Zhen;Zheng, You-Xuan [Dyes and Pigments,2018,vol. 159,p. 100 - 106]