Electric Literature of 10199-68-5, A common heterocyclic compound, 10199-68-5, name is 4-Phenyl-1H-pyrazole, molecular formula is C9H8N2, its 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.
4-phenyl-lH-pyrazole (775 mg, 5.38 mmol, 1.0 eq), l-iodo-3-methoxybenzene (1510 mg, 768 mu, 6.45 mmol, 1.2 eq), Cul (21 mg, 0.11 mmol, 0.02 eq) and 2C03 (1561 mg, 11.30 mmol, 2.1 eq) were added to a dry pressure tube equipped with a magnetic stir bar. Then trans- 1,2-cyclohexanediamine (123 mg, 1.08 mmol, 0.20 eq) and dioxane (12 mL) were added. The mixture was bubbled with nitrogen for 30 minutes and then the tube was sealed. The mixture was stirred in an oil bath at a temperature of 110 C for three days and then cooled to ambient temperature. The solvent was removed under reduced pressure and the residue was purified through column chromatography on silica gel using hexane and ethyl acetate (10: 1 -5 : 1 -3 : 1) as eluent to obtain the desired product, l-(3-methoxyphenyl)-4-phenyl-lH-pyrazole 8, as a colorless liquid (1.13 g in 84% yield). H NMR (DMSO-Je, 400 MHz): delta 3.84 (s, 3H), 6.87-6.90 (m, 1H), 7.25 (t, J = 12 Hz, 1H), 7.38-7.48 (m, 5H), 7.71 (d, J= 7.2 Hz, 2H), 8.20 (s, 1H), 9.01 (s, 1H).
The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.