Hydrochloric Acid → 5-Chloroquinolin-7-amine
反応式
[Cl:1][C:2]1[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.O.O.[Sn](Cl)Cl.Cl>C(O)C>[NH2:12][C:10]1[CH:9]=[C:8]2[C:3]([CH:4]=[CH:5][CH:6]=[N:7]2)=[C:2]([Cl:1])[CH:11]=1参加物
5
実験手順
5-Chloro-7-nitroquinoline (D82) (50 mg, 0.24 mmol) was treated with tin dichloride dihydrate (216 mg, 0.96 mmol) and conc. hydrochloric acid (2 ml) in ethanol (5 ml) at 70° C. for 4 h. After cooling to room temperature and the ethanol removed in vacuo then the residue was dissolved in water and neutralised with potassium carbonate. This was then extracted with EtOAc which was dried over MgSO4 and concentrated in vacuo to give the title compound as a brown solid (18 mg). 1H NMR (400 MHz, CDCl3) δ (ppm): 8.78 (d, 1H), 8.39 (d, 1H), 7.25 (dd, 1H), 7.18 (d, 1H), 7.11 (d, 1H).
後処理
- customthe ethanol removed in vacuo
- dissolutionthe residue was dissolved in water and neutralised with potassium carbonate
- extractionThis was then extracted with EtOAc which
- dry with materialwas dried over MgSO4
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-92a1262d2eda4d8fad91cdecfba76ee5
- 出典データセット
- uspto-grants-2009_05
- 特許番号
- US07538121B2
反応ノート
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