反応式
O=[C:2]([CH2:7][C:8](=O)[CH3:9])[C:3]([O:5][CH3:6])=[O:4].O1CCCC1.[Cl:16][C:17]1[C:18]([NH:24][NH2:25])=[N:19][CH:20]=[C:21]([Cl:23])[CH:22]=1>C(O)(=O)C>[Cl:16][C:17]1[C:18]([N:24]2[C:2]([C:3]([O:5][CH3:6])=[O:4])=[CH:7][C:8]([CH3:9])=[N:25]2)=[N:19][CH:20]=[C:21]([Cl:23])[CH:22]=1参加物
実験手順
To a 100 mL flask, methyl 2,4-dioxopentanoate (2.88 g, 0.020 mol), tetrahydrofuran (15 mL), acetic acid (30 mL), and 3,5-dichloro-2-hydrazinylpyridine (3.56 g, 0.020 mol) were added sequentially. The reaction mixture was heated to reflux for 2 hours and then the mixture was concentrated by rotary evaporator. Then ethyl acetate (150 mL) and water (100 mL) was added, the organic layer was washed with saturated sodium bicarbonate solution (100 mL) and saturated brine (100 mL), dried over anhydrous magnesium sulfate and concentrated by rotary evaporator. The residue was purified by silica gel column chromatography (Fluent: ethyl acetate/petroleum ether=1/5) to give the product (2.9 g) as a white solid in 50% yield. Melting point: 97-98° C. 1H NMR (300 MHz, CDCl3): 8.432 (d, 1H), 7.888 (d, 1H), 6.802 (s, 1H), 3.760 (s, 3H), 2.370 (s, 3H).
後処理
- temperatureThe reaction mixture was heated
- temperatureto reflux for 2 hours
- concentrationthe mixture was concentrated by rotary evaporator
- additionThen ethyl acetate (150 mL) and water (100 mL) was added
- washthe organic layer was washed with saturated sodium bicarbonate solution (100 mL) and saturated brine (100 mL)
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated by rotary evaporator
- customThe residue was purified by silica gel column chromatography (Fluent: ethyl acetate/petroleum ether=1/5)
出典と根拠
- ORDレコード
- ord-e9c01f6cde2f4ce9a71528648443ae37
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08492409B2
関連ノート
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