Ammonium Chloride → 6-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile

HRID 1880719노트

반응식

HRID 1880719 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]#[N:13])[N:3]=1.[F-:14].[K+].[Cl-].[NH4+]>CS(C)=O>[F:14][C:2]1[N:3]=[C:4]([C:12]#[N:13])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 522689Potassium FluorideHCID 595703326-Chloro-4-(trifluoromethyl)pyridine-2-carbonitrile

생성물 1

HCID 534388006-Fluoro-4-(trifluoromethyl)pyridine-2-carbonitrile수율 84.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
120 °C

실험 절차

To 9 ml of dimethyl sulfoxide were added 0.9 g of 2-chloro-6-cyano-4-trifluoromethylpyridine, and 0.76 g of potassium fluoride, and the mixture was stirred at 120° C. for 2 hours and 30 minutes. Thereafter, the reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with tert-butyl=methyl=ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.7 g of 6-fluoro-4-trifluoromethylpyridine-2-carbonitrile.

후처리

  1. temperatureto cool to room temperature
  2. extractionfollowed by extraction with tert-butyl=methyl=ether three times
  3. washwashed with an aqueous saturated sodium chloride solution
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-63b0446c35f54cbfbbd828579797f49c
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

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