Water → Flupyradifurone

HRID 2390990

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HRID 2390990 반응식
COC([C:5]1[C:9](=[O:10])[O:8][CH2:7][C:6]=1O)=O.[Cl:12][C:13]1[N:18]=[CH:17][C:16]([CH2:19][NH:20][CH2:21][CH:22]([F:24])[F:23])=[CH:15][CH:14]=1.S([O-])(O)(=O)=O.[K+].O>C(#N)CCC.ClCCl>[Cl:12][C:13]1[N:18]=[CH:17][C:16]([CH2:19][N:20]([CH2:21][CH:22]([F:24])[F:23])[C:6]2[CH2:7][O:8][C:9](=[O:10])[CH:5]=2)=[CH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 516920Potassium bisulfateHCID 44604123N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 54677706Methyl 4-hydroxy-2-oxo-2,5-dihydrofuran-3-carboxylate

생성물 1

HCID 16752772Flupyradifurone수율 108.8%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8008Butyronitrile용매

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온도
120 °C

실험 절차

To a suspension of 5.2 g of 4-(methoxycarbonyl)-5-oxo-2,5-dihydrofuran-3-ol and 5 g of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethylamine in 70 ml of butyronitrile are added, at room temperature. 4.5 g of potassium hydrogensulphate. The mixture is stirred at a temperature of 120° C. for 3 hours. Subsequently, the mixture is cooled to room temperature and admixed with 60 ml of water and 60 ml of dichloromethane. The organic phase is removed and the aqueous phase is extracted twice with 30 ml each time of methylene chloride. The combined organic phases are concentrated to dryness. 7.6 g of 4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one are obtained in a purity of 85% (this corresponds to 94% yield).

후처리

  1. additionare added, at room temperature
  2. temperatureSubsequently, the mixture is cooled to room temperature
  3. customThe organic phase is removed
  4. extractionthe aqueous phase is extracted twice with 30 ml each time of methylene chloride
  5. concentrationThe combined organic phases are concentrated to dryness

출처 및 근거

ORD 기록
ord-3dea7313f4c04233a58a8c7f5b04e2c2
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273904B2

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