Stannous Chloride → (5-Aminopyridin-2-yl)acetonitrile

HRID 1518196ノート

反応式

HRID 1518196 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]#[N:12])=[N:8][CH:9]=1)([O-])=O.Cl[Sn]Cl>Cl.C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]#[N:12])=[N:8][CH:9]=1

参加物

5

反応物 2

HCID 24479Stannous ChlorideHCID 120149655-NITRO-2-PYRIDINEACETONITRILE

生成物 1

HCID 21876200(5-Aminopyridin-2-yl)acetonitrile収率 74%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

To a mixture of (5-nitro-pyridin-2-yl)-acetonitrile (500 mg, 3.06 mmol) in concentrated aqueous HCl (3.1 ml) and ethanol (3.1 ml) at 0° C. SnCl2 (2.3 g, 10.11 mmol) was added. The mixture was allowed to come to room temperature and was stirred for 2 h. The mixture was partitioned between ethyl acetate and saturated aqueous NaHCO3. The aqueous layer was extracted three times with ethyl acetate and the combined organic layers were washed with brine, dried over MgSO4, filtered, and the solvent evaporated under reduced pressure to give the product as a brown oil (300 mg, 74%).

後処理

  1. customto come to room temperature
  2. customThe mixture was partitioned between ethyl acetate and saturated aqueous NaHCO3
  3. extractionThe aqueous layer was extracted three times with ethyl acetate
  4. washthe combined organic layers were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-0057e543d848448d86e6ee868629b03f
出典データセット
uspto-grants-2012_07
特許番号
US08232426B2

反応ノート

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