Some common heterocyclic compound, 346-06-5, molecular formula is C8H7F3O, 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.346-06-5
Example 22 (4Z)-1-ethyl-5-imino-4-[(3-methoxy-4-{[2-(trifluoromethyl)benzyl]oxylphenyl)methylidenelimidazolidin-2-one; [Show Image] To a solution (5 mL) of (4Z)-1-ethyl-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-iminoimidazolidin-2-one (200 mg) in tetrahydrofuran were added [2-(trifluoromethyl)phenyl]methanol (278 mg), diethyl azodicarboxylate (700 muL) and triphenylphosphine (414 mg), and the mixture was stirred at room temperature for 16 hr. Water (30 mL) was added and the mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane/ethyl acetate=10 – 60percent) to give the title compound as a pale-yellow powder (yield: 46.3 mg, 14percent), which was recrystallized from ethyl acetate/n-heptane to give the title compound as colorless crystals (yield: 12.6 mg, 4percent). 1H-NMR (DMSO-d6, 300 MHz):delta1.11 (3H, t, J = 7.6 Hz), 3.56 (2H, d, J = 7.6 Hz), 3.84 (3H, d, J = 1.5 Hz), 5.24 (2H, s), 6.55 (1H, s), 6.96-7.11 (3H, m), 7.55-7.64 (1H, m), 7.69-7.86 (3H, m), 8.73 (1H, brs), 10.19 (1H, brs).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 346-06-5.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2450352; (2012); A1;,
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