Stannous Chloride → 6-Aminoquinoline-8-carboxylic acid

HRID 1756500ノート

反応式

HRID 1756500 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([N+:14]([O-])=O)[CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2)([OH:3])=[O:2].Cl[Sn]Cl>CO>[NH2:14][C:6]1[CH:7]=[C:8]2[C:13](=[C:4]([C:1]([OH:3])=[O:2])[CH:5]=1)[N:12]=[CH:11][CH:10]=[CH:9]2

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 1501526-Nitro-8-quinolinecarboxylic acid

生成物 1

HCID 193905666-Aminoquinoline-8-carboxylic acid収率 35.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
40 °C

実験手順

To a suspension of 8-carboxy-6-nitroquinoline (4 g; 18 mM) in methanol (70 ml) was added SnCl2 (20.4 g; 90 mM). The mixture was heated to, and maintained at 40° C. until dissolution of the insoluble. After evaporation of the :solvent, the residue was taken-up in a 2M aqueous solution of NaOH and purified by subjecting to chromatography on Dowex 1X2 Resin. After basification (pH3) with concentrated NH4OH the resulting solid was further purified by subjecting to chromatography on HP20SS resin, eluting with MeOH/H2O--AcOH 1% (30.70) to give 6-amino-8-carboxyquinoline (1.2 g, 35.5%)

後処理

  1. temperatureThe mixture was heated to, and
  2. customAfter evaporation of the :solvent
  3. custompurified
  4. customAfter basification (pH3) with concentrated NH4OH the resulting solid was further purified
  5. washeluting with MeOH/H2O--AcOH 1% (30.70)

出典と根拠

ORDレコード
ord-82ce28bcf4454b319a82060f12018710
出典データセット
uspto-grants-1995_08
特許番号
US05441949

反応ノート

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