Sulfuric Acid → 4,6-Dimethyl-2-(6-n-propyl-2-pyridinyl)pyrimidine

Participants

Reaction Steps

To tetrahydrofuran (30 ml) were added diethylmalonate (0.9 g) and 60 % oily sodium hydride (0.23 g), and then 4-chloro-6-methyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (1 g). The mixture was heated under refluxing for one hour. Sodium hydroxide (0.49 g) solution in water (10 ml) and methanol (10 ml) was added thereto, and the mixture was further heated under refluxing for 20 minutes. After the mixture was left to stand until it was cooled to room temperature, sulfuric acid (0.8 g) was added dropwise thereto. The mixture was heated under refluxing for 30 minutes and left to stand to room temperature. 1-N aqueous sodium carbonate solution was added until a mixture was neutralized and concentrated under reduced pressure. The residue was subjected to silica-gel column chromatography (eluent; hexane:acetone=3:1) to give 4,6-dimethyl-2-(6-n-propyl-2-pyridinyl)pyrimidine (0.65 g) as resinous substance.

Provenance & Evidence