6-Bromoquinoline → Quinoline-6-thiol
反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.C[S-:13].[Na+]>CC(N(C)C)=O.Cl.C(OCC)(=O)C>[N:8]1[C:9]2[C:4](=[CH:3][C:2]([SH:13])=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1参加物
5
反応条件
- 温度
- 150 °C
実験手順
To a solution of 6-bromoquinoline (700 mg) in dimethylacetamide (3 ml) was added sodium thiomethoxide (1.9 g, 26.96 mmol). The mixture was heated at 150° C. for 2 hours, then cooled to ambient and diluted with 1M HCl/ethyl acetate. The organic layer was removed and the aqueous layer extracted with further ethyl acetate. The combined extracts were washed with water, then brine, dried (MgSO4), filtered and concentrated. The crude thiol (500 mg) was used directly without further purification; MS ES+, ES− 174.13
後処理
- temperaturecooled
- customThe organic layer was removed
- extractionthe aqueous layer extracted with further ethyl acetate
- washThe combined extracts were washed with water
- dry with materialbrine, dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
- customThe crude thiol (500 mg) was used directly without further purification
出典と根拠
- ORDレコード
- ord-e080990acb6f49aab05404c8cad51582
- 出典データセット
- uspto-grants-2010_08
- 特許番号
- US07767672B2
反応ノート
読み込み中…