6-Bromoquinoline → Quinoline-6-thiol
반응식
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]=1참가 물질
5
반응 조건
- 온도
- 150 °C
실험 절차
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
후처리
- 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
출처 및 근거
- ORD 기록
- ord-e080990acb6f49aab05404c8cad51582
- 출처 데이터셋
- uspto-grants-2010_08
- 특허 번호
- US07767672B2
반응 노트
불러오는 중…