Sodium Azide → 3-azido-4-oxo-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepine
반응식
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH:6]1[C:12](=[O:13])[NH:11][C:10]2[CH:14]=[CH:15][C:16]3[C:21]([C:9]=2[CH2:8][CH2:7]1)=[CH:20][CH:19]=[CH:18][CH:17]=3>CS(C)=O>[N:1]([CH:6]1[C:12](=[O:13])[NH:11][C:10]2[CH:14]=[CH:15][C:16]3[C:21]([C:9]=2[CH2:8][CH2:7]1)=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N+:2]=[N-:3]참가 물질
4
반응 조건
- 온도
- 80 °C
실험 절차
To a suspension of sodium azide (0.55 g, 8.4 mmol) in DMSO (17 ml) was added 3-chloro-4-oxo-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepine (1.6 g, 6.7 mmol) and the suspension was heated at 80° C. for 2.5 h. The hot reaction mixture was added on ice (30 g) and the precipitate was filtered and purified by chromatography on silica gel (200 g) using initially heptane as eluent and subsequently a mixture of heptane and ethyl acetate (1:1) to afford 1.1 g of 3-azido-4-oxo-2,3,4,5-tetrahydro-1H-naphtho[2,1-b]azepine.