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Stage #1: 4-chlorobenzaldehyde; acetophenone at 25℃; for 2.5h;
Stage #2: benzonitrile With hydroxylamine at 25℃; for 2.5h;
Stage #3: at 150℃; for 0.05h; microwave irradiation; Further stages.;
4-(4-chlorophenyl)-2,6-diphenylpyrimidine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
85%
With oxygen; triethylamine In acetonitrile at 80℃; for 5h;
General Procedure for the Synthesis of PyrimidineDerivatives
General procedure: A round bottom flask was charged with the substitutedchalcone 1 (1.0 mmol), benzamidine 2 (1.0 mmol), triethylamine(2.0 mmol) and acetonitrile (10 mL). The mixturewas heated to 80 °C for 4-14 h, and then cooled to r.t.Evaporation of the solvent gave a crude reaction mixture, towhich water (10 mL) was added and the resulting mixturewas extracted with EtOAc (3 20 mL). The combined organiclayer was washed with 1N HCl (20 mL), brine anddried over anhydrous Na2SO4. The solvent was concentratedunder reduced pressure and residue obtained was purified bysilica gel column chromatography (100-200 mesh) using nhexane:Et2O (95:05) as the eluent to afford the correspondingpyrimidine 3.
With [(4-(4-CF3)-Ph)Tr(NP(iPr)2)(NHP(iPr)2)Ir(cod)]; potassium hydroxide In tert-Amyl alcohol for 24h; Inert atmosphere; Reflux; regioselective reaction;
82%
With platinum on activated charcoal; potassium <i>tert</i>-butylate In toluene for 24h; Reflux;
75%
With potassium <i>tert</i>-butylate; C22H14N2O In toluene at 70℃; for 8h; Irradiation; Green chemistry;
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