Nitric Acid → 2-Chloro-4-fluoro-5-nitroaniline
反応式
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[NH2:13].CCOC(C)=O>OS(O)(=O)=O>[Cl:5][C:6]1[CH:11]=[C:10]([F:12])[C:9]([N+:1]([O-:4])=[O:2])=[CH:8][C:7]=1[NH2:13]参加物
5
実験手順
Concentrated nitric acid (8.8 g, 91 mmol) was added drop wise over 30 min to a stirred solution of 2-chloro-4-fluoro-phenylamine (12 g, 82.3 mmol) in conc H2SO4 acid (100 mL) at −10° C. The mixture was stirred at that temperature for 10 min. Then the reaction mixture was poured into cooled EtOAc, and ice water was added. The organic layer was separated and washed with brine and saturated NaHCO3 solution, dried (MgSO4) and concentrated in vacuo. Recrystallization (ethyl ether) provided 2-chloro-4-fluoro-5-nitroaniline (5.0 g, 32% yield). 1H NMR (400 MHz, DMSO-d6): δ7.59 (d, J=11.2 Hz, 1 H), 7.48 (d, J=7.2 Hz, 1 H), 5.84 (s, 2 H).
後処理
- additionThen the reaction mixture was poured
- additionwas added
- customThe organic layer was separated
- washwashed with brine and saturated NaHCO3 solution
- dry with materialdried (MgSO4)
- concentrationconcentrated in vacuo
- customRecrystallization (ethyl ether)
出典と根拠
- ORDレコード
- ord-2e20d31727ec45bcaa16b7dd1af2a573
- 出典データセット
- uspto-grants-2011_03
- 特許番号
- US07897762B2
反応ノート
読み込み中…