참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Potassium bisulfate | HCID 516920 | — |
| 반응물 | N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine | HCID 44604123 | — |
| 반응물 | Methyl 4-hydroxy-2-oxo-2,5-dihydrofuran-3-carboxylate | HCID 54677706 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Butyronitrile | HCID 8008 | — |
| 생성물 | Flupyradifurone | HCID 16752772 | 108.8% |
반응 단계
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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08273904B2 |
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| 출처 데이터셋 | uspto-grants-2012_09 |
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| ORD ID | ord-3dea7313f4c04233a58a8c7f5b04e2c2 |
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| 출처 메모 | uspto-grants-2012_09 |
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