Potassium Cyanide → 2-Chloro-5-(trifluoromethyl)nicotinonitrile

HRID 232246

반응식

HRID 232246 반응식
Cl[C:2]1C(Cl)=CC(C(Cl)(Cl)Cl)=C[N:3]=1.[Cl:13][C:14]1[C:19](Cl)=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][N:15]=1.[C-]#N.[K+]>CS(C)=O>[Cl:13][C:14]1[C:19]([C:2]#[N:3])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][N:15]=1

참가 물질

5

반응물 3

HCID 9032Potassium CyanideHCID 946472,3-Dichloro-5-(trichloromethyl)pyridineHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridine

생성물 1

HCID 200715992-Chloro-5-(trifluoromethyl)nicotinonitrile

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

3Chloro-2-fluoro-5-(trifluoromethyl)pyridine (obtained as a by-product from the fluorine exchange reaction when converting 2,3-dichloro-5-trichloromethyl pyridine to 2,3-dichloro-5-(trifluoromethyl)pyridine) (40.0 g, 0.2 mole) was put into 270 ml of dimethyl sulfoxide and stirred while potassium cyanide (14.4 g, 0.221 mole) was spooned in over a 20-minute period. The mixture was then stirred for another 20 minutes. The temperature was held between 23° C. and 28° C. throughout the reaction. The mixture was poured into 600 ml of ice water and the product was extracted into hexane. The hexane was removed on a rotary evaporator. The product was treated with activated charcoal and distilled on a Vigreaux-Claisen still at 108°-110° C. at 30 mm Hg to yield 31.45 g of colorless oil with an analysis of, in percent by weight:

후처리

  1. customwas spooned in over a 20-minute period
  2. customThe temperature was held between 23° C. and 28° C. throughout the reaction
  3. extractionthe product was extracted into hexane
  4. customThe hexane was removed on a rotary evaporator
  5. additionThe product was treated with activated charcoal
  6. distillationdistilled on a Vigreaux-Claisen still at 108°-110° C. at 30 mm Hg

출처 및 근거

ORD 기록
ord-b79cf03c12a6400ab0fde73a42addb89
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851539

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