Hydrogen Bromide → 6,8-Dibromo-1,7-naphthyridine

HRID 1814486노트

반응식

HRID 1814486 반응식
N[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Br:12])[N:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2.[BrH:13].N([O-])=O.[Na+].[OH-].[Na+]>>[Br:13][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Br:12])[N:11]=1)[N:8]=[CH:7][CH:6]=[CH:5]2

참가 물질

5

반응물 4

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 107043358-Bromo-1,7-naphthyridin-6-amineHCID 23668193Sodium Nitrite

생성물 1

HCID 225032286,8-Dibromo-1,7-naphthyridine수율 34%

실험 절차

To 6-amino-8-bromo-1,7-naphthyridine (6.554 g) synthesized according to Tetrahedron Letters, 12, 1233, 1966 was added 48% hydrobromic acid (55 ml). Sodium nitrite (4.141 g) was added thereto in small portions under ice-cooling, and the mixture was stirred overnight. The reaction mixture was basified by adding 5N sodium hydroxide thereto, and it was extracted with ethyl acetate. The resulting organic layer was washed with water, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a yellowish orange solid (2.856 g, yield; 34%).

후처리

  1. temperaturein small portions under ice-cooling
  2. extractionit was extracted with ethyl acetate
  3. washThe resulting organic layer was washed with water
  4. dry with materialdried (over MgSO4)
  5. customevaporated
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

출처 및 근거

ORD 기록
ord-199fa7534885453ea91a9f0afec7fe2c
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06875761B2

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