反应详情

温度

70 °C

Ferric chloride (3.423 g, 12.66 mmol) in ethanol (15 ml) was added dropwise to a solution of N-(6-chloro-5-cyclobutylpyridazin-3-yl)-N′-(3,5-difluorobenzylidene)hydrazine (0.816 g, 2.53 mmol) in ethanol (35 ml) and heated at 70° C. After 3 hours the reaction mixture was partitioned between dichloromethane (250 ml) and brine (250 ml). The organic phase was dried (MgSO4), filtered and evaporated. The residue was purified by chromatography on silica gel, eluting with ethyl acetate-hexane mixtures to afford the title pyridazite (0.51 g, 63%). 1H NMR (250 MHz, CDCl3) 1.84-2.08 (1H, m), 2.08-2.36 (3H, m), 2.42-2.68 (2H, m), 3.65-3.87 (1H, m), 6.88-7.06 (1H, m), 8.01 (1H, s), 8.04-8.21 (2H, m). MS (ES+) 321 [MH]+, 323 [MH]+.

1. customAfter 3 hours the reaction mixture was partitioned between dichloromethane (250 ml) and brine (250 ml)
2. dry with materialThe organic phase was dried (MgSO4)
3. filtrationfiltered
4. customevaporated
5. customThe residue was purified by chromatography on silica gel
6. washeluting with ethyl acetate-hexane mixtures
7. customto afford the title pyridazite (0.51 g, 63%)