Dimethylformamide → 2,6-Dichloro-5-fluoronicotinamide

HRID 385606노트

반응식

HRID 385606 반응식
[Cl:1][C:2]1[N:10]=[C:9]([Cl:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)(Cl)=O.C[N:18](C)C=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:10]=[C:9]([Cl:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([NH2:18])=[O:5]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 27336592,6-Dichloro-5-fluoronicotinic acid

생성물 1

HCID 27740222,6-Dichloro-5-fluoronicotinamide

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
72 °C

실험 절차

To a suspension of 10 g of 2,6-dichloro-5-fluoronicotinic acid in 30 mL of toluene, 8.5 g of thionyl chloride and 0.10 mL of N,N-dimethylformamide were added, and the mixture was stirred at 72° C. for 1 hour 30 minutes. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The resultant residue was dropped to 30 mL of 25% ammonium water at −20° C. The temperature was increased to 5 C.°, and the mixture was stirred for 30 minutes. The solid was filtered off to obtain 9.9 g of 2,6-dichloro-5-fluoronicotinamide as a white solid.

후처리

  1. additionwere added
  2. temperatureThe reaction mixture was cooled to room temperature
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionThe resultant residue was dropped to 30 mL of 25% ammonium water at −20° C
  5. temperatureThe temperature was increased to 5 C.°
  6. stirringthe mixture was stirred for 30 minutes
  7. filtrationThe solid was filtered off

출처 및 근거

ORD 기록
ord-9d88fa9534da41fba2bada2511e4ee59
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367831B2

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