These common heterocyclic compound, 930-62-1, name is 2,4-Dimethylimidazole, 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. COA of Formula: C5H8N2
NaH (0.13 g; 3.3 mmol) was added portionwise to 2,4-dimethylimidazole (0.3 g; 3 mmol) in /V,/V-dimethylformamide (25 mL) at 5C under N2 flow. The reaction mixture was stirred at 5C for 30 minutes, then compound 236 (1 g; 2.4 mmol) was added at 5C under N2 flow. The reaction mixture was allowed to warm to room temperature and stirred for 18 hours. The reaction was poured out into ice water. The organic layer was separated and washed with water, dried (MgS04), filtered and the solvent was evaporated. The residue (1 .8 g) was purified by chromatography over silica gel (SiOH, 15-40mueta, 300 g; mobile phase 0.5% NH4OH, 95% DCM, 5% MeOH). The pure fractions were collected and concentrated. The residue (1 g) was purified by achiral super critical fluid chromatography (Amino thetamuetaiota; mobile phase 0.3% isopropylamine, 15% MeOH, 85% C02). The pure fractions were collected and the solvent was evaporated till dryness. The first fraction (0.44 g) was further purified by chromatography over silica gel (SiOH, 5mu?iota; mobile phase gradient from 0.4% NH4OH, 96% DCM, 4% MeOH to 1.5% NH4OH, 85% DCM, 15% MeOH). The pure fractions were collected and concentrated. The residue (0.38 g) was dissolved in acetone, then HCI 4N in dioxane was added dropwise. Diethyl ether was added and the precipitate was filtered and dried to afford 0.39 g (27%) of compound 692 . MP: 157C (DSC).The second fraction was dissolved in CH3CN, then HCI 4N in dioxane was added dropwise. The precipitate was filtered and dried to afford 0.1 1 g (8%) of compound 563 . MP: 201 C (DSC).
The synthetic route of 2,4-Dimethylimidazole has been constantly updated, and we look forward to future research findings.