Stannous Chloride → 9H-carbazole-2,7-diamine

HRID 2307948노트

반응식

HRID 2307948 반응식
[N+:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][C:10]([N+:17]([O-])=O)=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH:5]=1)([O-])=O.[Sn](Cl)Cl>C(O)(=O)C.Cl>[NH2:1][C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[CH:9][C:10]([NH2:17])=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH:5]=1

참가 물질

5

반응물 2

HCID 24479Stannous ChlorideHCID 13266881HCID 13266881, 화합물

생성물 1

HCID 43918679H-carbazole-2,7-diamine수율 78.3%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매

실험 절차

To a solution of compound 3 (6.00 g, 23.3 mmol) in a mixture of acetic acid (200 mL) and hydrochloric acid (35 mL) was added 44.3 g (0.024 mol, Aldrich Co.) of tin(II) chloride. The mixture was refluxed for 24 h under argon. After cooling, the precipitate was separated from the solvent by filtration and washed several times with cold acetic acid. The resulting diammonium salt was dissolved in water followed by addition of an aqueous solution of sodium hydroxide until the pH was around 10. The precipitate was collect by filtration and dried under vacuum. Recristallization in ethanol afforded 3.60 g of the title product as a shiny gray solid. M.P. 248° C. (dec.). (Yield: 78%).

후처리

  1. temperatureThe mixture was refluxed for 24 h under argon
  2. temperatureAfter cooling
  3. customthe precipitate was separated from the solvent by filtration
  4. washwashed several times with cold acetic acid
  5. dissolutionThe resulting diammonium salt was dissolved in water
  6. additionfollowed by addition of an aqueous solution of sodium hydroxide until the pH was around 10
  7. filtrationThe precipitate was collect by filtration
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-df6dceba53c0453da03a900ffff1dede
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06833432B2

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