참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Thioacetamide | HCID 2723949 | — |
| 반응물 | Calciumoxide | HCID 6850728 | — |
| 반응물 | 6-amino-7-iodo-2,3-dihydro-1H-inden-1-one | HCID 57781229 | — |
| 촉매 | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-Methyl-6,7-dihydro-8H-indeno[5,4-d]thiazol-8-one | HCID 57781278 | 46% |
반응 단계
6-Amino-7-iodoindan-1-one (1.00 g, 3.66 mmol), thioacetamide (413 mg, 5.49 mmol), 1,1′-bis(diphenylphosphino)ferrocene (383 mg, 1.46 mmol), calcium oxide (411 mg, 7.32 mmol) and tris(dibenzylideneacetone)dipalladium(0) (335 mg, 0.37 mmol) were dissolved in N,N-dimethylformamide (12 mL), and the mixture was stirred at 60° C. for 1 hr. After allowing to cool to room temperature, water was added to the reaction solution. The mixture was extracted with ethyl acetate and washed with saturated brine. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=25/75→65/35), and then purified by silica gel column chromatography (NH, ethyl acetate/hexane=10/90→40/60) to give the title compound (340 mg, yield 46%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08552037B2 |
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| 출처 데이터셋 | uspto-grants-2013_10 |
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| ORD ID | ord-3d339c6ba3eb4c949c8b1a5b6018ed03 |
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| 출처 메모 | uspto-grants-2013_10 |
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