Sodium Azide → 4-Azido-8-fluoroquinoline

HRID 235047

반응식

HRID 235047 반응식
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N-:13]=[N+:14]=[N-:15].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl.O>[N:13]([C:2]1[C:11]2[C:6](=[C:7]([F:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1)=[N+:14]=[N-:15]

참가 물질

6

반응물 2

HCID 33557Sodium AzideHCID 27365874-Chloro-8-fluoroquinoline

생성물 1

HCID 157905214-Azido-8-fluoroquinoline수율 93.2%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

A mixture of 2.08 g (0.0114 mol) of 4-chloro-8-fluoroquinoline, 1.12 g (0.0172 mol) of sodium azide, and 4.10 g ((0.0127 mol) of tetrabutyl ammonium bromide in 70 mL of dichloromethane and 25 mL of water was refluxed overnight. The layers were then separated and the organic layer was washed once with water, passed through phase separating paper, and concentrated to an oil, which was triturated with ether. The solid was filtered and the filtrate was concentrated to give 2.0 g of the title product.

후처리

  1. temperaturewas refluxed overnight
  2. customThe layers were then separated
  3. washthe organic layer was washed once with water
  4. customseparating paper
  5. concentrationconcentrated to an oil, which
  6. customwas triturated with ether
  7. filtrationThe solid was filtered
  8. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-276fd8bdc9a64e789f514668a6ca3727
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597836

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