Phosphorus oxychloride → 4-Chloro-8-iodoquinoline
반응식
[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][CH:9]=[CH:8][C:7]2=O.O=P(Cl)(Cl)[Cl:15]>CN(C=O)C>[Cl:15][C:7]1[C:6]2[C:11](=[C:2]([I:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=[CH:9][CH:8]=1참가 물질
4
실험 절차
8-Iodo-1H-quinolin-4-one (3.36 g, 8.72 mmol) was suspended in POCl3 (8 mL, 87.2 mmol) and catalytic anhydrous DMF (6.72 μL) was added. The mixture was refluxed for 1 h. The hot crude was poured over ice and the mixture stirred until ice was completely melted. Solid was filtered off, thoroughly washed with water and kept in the vacuum oven overnight to afford 4-chloro-8-iodo-quinoline as a grayish solid (2.47 g, 98%). 1H NMR (DMSO-d6, 400MHz) δ 7.45 (t, 1H), 7.81 (d, 1H), 8.19 (dd, 1H), 8.45 (dd, 1H), 8.87 (d, 1H). Exact mass calculated for C9H5ClIN 288.92, found 289.9 (MH+).
후처리
- temperatureThe mixture was refluxed for 1 h
- additionThe hot crude was poured over ice
- filtrationSolid was filtered off
- washthoroughly washed with water
- customkept in the vacuum oven overnight
출처 및 근거
- ORD 기록
- ord-72865a47e939402eb3ea1013c4399a05
- 출처 데이터셋
- uspto-grants-2009_12
- 특허 번호
- US07625906B2
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