참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Formamide | HCID 713 | — |
| 반응물 | Chlorotrimethylsilane | HCID 6397 | — |
| 반응물 | 3-Iodobenzaldehyde | HCID 252610 | — |
| 반응물 | 2-Methylbenzene-1-sulfinic acid | HCID 12661295 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 용매 | tert-Butyl methyl ether | HCID 15413 | — |
| 생성물 | {(3-Iodophenyl)[(4-methylphenyl)sulfonyl]methyl}formamide | HCID 85929703 | 51% |
반응 단계
Trimethylsilylchloride (9.1 mL) was added to a stirred solution of 3-iodobenzaldehyde (15.1 g) and formamide (6.5 mL) in MeCN (34 mL) and toluene (34 mL) under an inert atmosphere. The reaction was then heated at 50° C. for 5 hours. Toluene sulfinic acid (15.3 g) was added and the reaction mixture was heated at 50° C. for a fisher 5 hours. The reaction mixture was cooled to ambient temperature, methyl t-butylether (55 mL) was added and stirred for 5 minutes. Water (275 mL) was added, the reaction cooled to 0° C. and stirred for 1 hour. The solid was filtered and the reaction flask was washed with MTBE (2×35 mL) and poured over the filtered cake. The solid was dried in a vacuum oven at 60° C. for 10 hours to afford impure title compound as a solid (14 g, 51%) which was used without further purification. A small sample was crystallised from EtOH;
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07427616B2 |
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| 출처 데이터셋 | uspto-grants-2008_09 |
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| ORD ID | ord-6f7c7740c4974382bd848d9d695a005a |
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| 출처 메모 | uspto-grants-2008_09 |
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