Hydrazine → 4,6-Dichloro-1H-indazole
반응식
[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]2참가 물질
4
반응 조건
- 온도
- 160 °C
실험 절차
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).
후처리
- 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
출처 및 근거
- ORD 기록
- ord-59c2cb4064914a69b6762be6fac06471
- 출처 데이터셋
- uspto-grants-2014_02
- 특허 번호
- US08658646B2
반응 노트
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