참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Triethyl phosphonoacetate | HCID 13345 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | Benzo[d][1,2,3]thiadiazole-7-carbaldehyde | HCID 14835681 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | ethyl(2E)-3-(1,2,3-benzothiadiazol-7-yl)acrylate | HCID 66720648 | 98.2% |
반응 단계
To a suspension of 55% sodium hydride (1.81 g, 41.5 mmol) in tetrahydrofuran (30 mL) was added a solution of ethyl diethylphosphonoacetate (8.31 mL, 41.5 mmol) in tetrahydrofuran (10 mL) at 0° C. and the mixture was stirred for 20 min. To the reaction mixture was added a solution of 1,2,3-benzothiadiazole-7-carbaldehyde (6.20 g, 37.8 mmol) in tetrahydrofuran (60 mL) at 0° C. and the mixture was stirred at room temperature for 4 hr. Water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1) and recrystallization (ethyl acetate/hexane) to give the title compound (8.70 g, yield 98%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08110585B2 |
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| 출처 데이터셋 | uspto-grants-2012_02 |
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| ORD ID | ord-4b0a602c34f14e11b86034dc0869918a |
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| 출처 메모 | uspto-grants-2012_02 |
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