Dimethylformamide → 2,6-Dichloro-5-fluoronicotinamide

HRID 385606ノート

反応式

HRID 385606 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 27740222,6-Dichloro-5-fluoronicotinamide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
72 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9d88fa9534da41fba2bada2511e4ee59
出典データセット
uspto-grants-2013_02
特許番号
US08367831B2

反応ノート

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