Potassium Carbonate → 3-(2-Azidoethyl)-7-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine

HRID 329372노트

반응식

HRID 329372 반응식
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[CH2:8][CH2:9][NH:10][CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-:3])=[O:2].CS(O[CH2:20][CH2:21][N:22]=[N+:23]=[N-:24])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N:22]([CH2:21][CH2:20][N:10]1[CH2:9][CH2:8][C:7]2[CH:13]=[CH:14][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=2[CH2:12][CH2:11]1)=[N+:23]=[N-:24]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 112751972-Azidoethyl methanesulfonateHCID 113100427-Nitro-2,3,4,5-tetrahydro-1H-benzo[D]azepine

생성물 1

HCID 198720463-(2-Azidoethyl)-7-nitro-1,2,4,5-tetrahydro-3H-3-benzazepine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

7-Nitro-1,2,4,5-tetrahydro-3H-3-benzazepine (1.1 g), 2-methanesulphonyloxyethyl azide (0.92 g) and potassium carbonate (0.76 g) were heated under reflux in acetonitrile for 18 hours. The solvent was evaporated in vacuo and the residue taken up in ethyl acetate then washed three times with aqueous sodium carbonate and three times with brine. The organic layer was dried, filtered and evaporated in vacuo to give an oil which was purified by chromatography on silica eluting with ethyl acetate/hexane (1:1). The product-containing fractions were combined and evaporated to give the title compound as an oil, yield 0.65 g, which was used without further purification.

후처리

  1. customThe solvent was evaporated in vacuo
  2. washthen washed three times with aqueous sodium carbonate and three times with brine
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customto give an oil which
  7. customwas purified by chromatography on silica eluting with ethyl acetate/hexane (1:1)
  8. customevaporated

출처 및 근거

ORD 기록
ord-bcd262e619944d539617c53636939ca8
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04891372

반응 노트

불러오는 중…