Ammonia → 2-Amino-3,5-difluorobenzonitrile

HRID 586284ノート

反応式

HRID 586284 の反応式
F[C:2]1[C:9]([F:10])=[CH:8][C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5].[NH3:12]>C(O)C>[NH2:12][C:2]1[C:9]([F:10])=[CH:8][C:7]([F:11])=[CH:6][C:3]=1[C:4]#[N:5]

参加物

4

反応物 2

HCID 222AmmoniaHCID 27769982,3,5-Trifluorobenzonitrile

生成物 1

HCID 146519902-Amino-3,5-difluorobenzonitrile収率 15%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
120 °C

実験手順

A mixture of 2,3,5-trifluorobenzonitrile (25.0 g, 159 mmol) and ethanol (300 ml) pre-saturated with ammonia gas was heated at 120° C. in an autoclave for 8 h. The mixture was allowed to cool to ambient temperature and evaporated to dryness. The residue was partitioned between water (1 l) and ethyl acetate (1 l). The organic layer was dried over anhydrous magnesium sulfate, filtered and evaporated. The residue was purified by flash chromatography (silica gel, CH2Cl2) to afford 3.7 g (15%) of the title compound as a cream solid: 1H NMR (360 MHz, CDCl3) δ 4.08 (2H, s), 6.60-6.64 (1H, m), 6.67-6.72 (1H, m).

後処理

  1. temperatureto cool to ambient temperature
  2. customevaporated to dryness
  3. customThe residue was partitioned between water (1 l) and ethyl acetate (1 l)
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by flash chromatography (silica gel, CH2Cl2)

出典と根拠

ORDレコード
ord-ed00e30c01ac48dbbff80bc1a197670f
出典データセット
uspto-grants-2005_08
特許番号
US06936608B2

反応ノート

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