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

HRID 2307948ノート

反応式

HRID 2307948 の反応式
[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

参加物

5

反応物 2

HCID 24479Stannous ChlorideHCID 13266881HCID 13266881、化合物

生成物 1

HCID 43918679H-carbazole-2,7-diamine収率 78.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 313Hydrochloric Acid溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-df6dceba53c0453da03a900ffff1dede
出典データセット
uspto-grants-2004_12
特許番号
US06833432B2

反応ノート

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