2.1.7. General Procedure for the Synthesis of 2-Chloro-4-(4-substitued phenyl)-6-(phenylthio)pyrimidines 5j,k

To a suspension of NaH (60% dispersion in mineral oil, 0.16 g, 4.00 mmol) in anhydrous DMF (9 mL) at 0 °C, thiophenol (0.10 mL, 1.00 mmol) was added. The mixture was stirred at 0 °C under nitrogen atmosphere for 1 h, then a solution of the opportune derivatives 6b,c (1.00 mmol) in anhydrous DMF (2 mL) was added. The reaction was stirred at room temperature under nitrogen atmosphere for 3 h. Then, water was added dropwise under cooling in an ice bath, and the reaction extracted with CH₂Cl₂ (3 × 30 mL). The organic phase was washed with water (90 mL), dried over Na₂SO₄, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography using n-hexane/AcOEt (95:5) as the eluent to afford the compounds 5j,k as white solids.