Phosphorus oxychloride → 4-Chloro-8-iodoquinoline
反応式
[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]=1参加物
4
実験手順
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, 400 MHz) 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+).
後処理
- 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
出典と根拠
- ORDレコード
- ord-5e4cc2e3cdbc461c9fa4be10ee809330
- 出典データセット
- uspto-grants-2013_04
- 特許番号
- US08410119B2
反応ノート
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