Ammonia → 2-Amino-3,5-difluorobenzonitrile

HRID 586284노트

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HRID 586284 반응식
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]

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 27769982,3,5-Trifluorobenzonitrile

생성물 1

HCID 146519902-Amino-3,5-difluorobenzonitrile수율 15%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
120 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-ed00e30c01ac48dbbff80bc1a197670f
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936608B2

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