Application of 2458-26-6,Some common heterocyclic compound, 2458-26-6, name is 3-Phenyl-1H-pyrazole, molecular formula is C9H8N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
At 0 C, a solution of 3-phenyl-1H-pyrazole (0.61 g, 5.3 mmol) in dry THF (10 mL) was added dropwise to a suspension of NaH (0.13 g,5.34 mmol) in dry THF (10 mL). After 15 min of stirring, a solution of 2,6-pyridine-dimethylene-ditosylate (1.20 g, 2.67 mmol) in dry THF (15 mL) was added to this solution; the mixture was stirred overnight and filtered, and the solvent was removed. The crude product was purified by column chromatography on silica gel with hexane:EA = 1:1 as eluent to afford 0.41 g (40%) of pure ligand as a white oil that solidified with time. Single crystals were obtained by slow diffusion of hexane into a concentrated solution of the ligand in THF at room temperature. 1H NMR (300 MHz, acetone-d6): 7.84(m, 2H, 4H, 5-H Pz, 2,6-H Ph), 7.65 (t, J = 7.8 Hz, 1H, 4-H Py), 7.36(t, J = 7.2 Hz, 4H, 3,5-H Ph), 7.26 (t, J = 7.5 Hz, 2H, 4-H Ph), 6.96 (d,J = 7.8 Hz, 2H, 3,5-H Py), 6.72 (d, J = 2.4 Hz, 2H, 4-H Pz), and 5.48 (s,4H, PyCH2Pz).13C NMR (75 MHz, acetone-d6): 157.9 (2C, 2,6-CPy), 152.2 (2C, 3-C Pz), 138.9 (1C, 4-C Py), 134.8 (2C, 1-C Ph), 132.9(2C, 5-C Pz), 129.3(4C, 3,5-C Ph), 128.2 (2C, 4-C Ph), 126.1 (4C, 2,6-CPh), 121.2 (2C, 3,5-C Py), 103.7 (2C, 4-C Pz), and 57.9 (2C, PyCH2Pz).
The synthetic route of 2458-26-6 has been constantly updated, and we look forward to future research findings.