Hydrazine → 4,6-Dichloro-1H-indazole
反応式
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6](Cl)[C:3]=1[CH:4]=O.[NH2:12][NH2:13]>O1CCOCC1>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]2[C:3]=1[CH:4]=[N:12][NH:13]2参加物
4
反応条件
- 温度
- 160 °C
実験手順
In a microwave vial 2,4,6-trichlorobenzaldehyde (4.0 g, 19.1 mmol) was dissolved in 1,4-dioxane (8 mL) and hydrazine (7.2 mL, 229 mmol) was added. The vial was sealed and heated under microwave irradiation at 160° C. for 30 min. The reaction was quenched with water and extracted with EtOAc. The organic layer was washed with brine then dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography with 50% to 100% EtOAc/heptane to provide 1.38 g (38%) of 4,6-dichloro-1H-indazole as a white solid. 1H NMR (CDCl3, 300 MHz): δ (ppm) 8.14 (s, 1H), 7.44 (s, 1H), 7.20 (d, J=1.5 Hz, 15H).
後処理
- customThe vial was sealed
- customThe reaction was quenched with water
- extractionextracted with EtOAc
- washThe organic layer was washed with brine
- dry with materialthen dried over MgSO4
- concentrationconcentrated
- customThe residue was purified by silica gel chromatography with 50% to 100% EtOAc/heptane
出典と根拠
- ORDレコード
- ord-59c2cb4064914a69b6762be6fac06471
- 出典データセット
- uspto-grants-2014_02
- 特許番号
- US08658646B2
反応ノート
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