Ammonia → 2-Amino-3-fluorobenzonitrile

HRID 586264

반응식

HRID 586264 반응식
F[C:2]1[C:9]([F:10])=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH3:11]>C(O)C>[CH3:8][CH2:9][CH2:2][CH:3]([CH3:6])[CH3:4].[NH2:11][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

참가 물질

5

반응물 2

HCID 222AmmoniaHCID 889352,3-Difluorobenzonitrile

생성물 2

HCID 78922-MethylpentaneHCID 27833922-Amino-3-fluorobenzonitrile수율 50%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
140 °C

실험 절차

A mixture of 2,3-difluorobenzonitrile (19.0 g, 137 mmol) and ethanol (200 ml) pre-saturated with ammonia gas was heated at 140° C. in an autoclave for 8 h (terminal pressure 200 psi). The mixture was allowed to cool to ambient temperature and evaporated to dryness. The residue was dissolved in water (400 ml) and extracted with diethyl ether (2×300 ml). The combined organics were washed with water (300 ml) and brine (250 ml), dried over anhydrous magnesium sulfate, filtered and evaporated. Trituration with isohexane (150 ml) afforded 2-amino-3-fluorobenzonitrile (9.8 g, 50%) as an off-white solid: 1H NMR (360 MHz, CDCl3) δ 4.47 (2H, s), 6.65-6.71 (1H, m), 7.14-7.20 (2H, m).

후처리

  1. temperatureto cool to ambient temperature
  2. customevaporated to dryness
  3. dissolutionThe residue was dissolved in water (400 ml)
  4. extractionextracted with diethyl ether (2×300 ml)
  5. washThe combined organics were washed with water (300 ml) and brine (250 ml)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-9c0f70289db243e283c1d396b89f1fe9
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936608B2

연결된 노트

불러오는 중…