참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 10-(3-Chloropropyl)-2-(trifluoromethyl)-10H-phenothiazine | HCID 74294 | — |
| 반응물 | 2-(Piperidin-4-yloxy)ethan-1-ol | HCID 20295332 | — |
| 용매 | Sodium Iodide | HCID 5238 | — |
| 용매 | Methyl Ethyl Ketone | HCID 6569 | — |
| 생성물 | Flupimazine | HCID 218089 | — |
반응 단계
40 g of 2-trifluoromethyl-10-(3-chloropropyl)-phenothiazine were dissolved in 350 ml of methyl ethyl ketone and 17.6 g of sodium iodide, 11.8 g of triethylamine, then 17 g of 2-(4-piperidyloxy)-ethanol were successively added to this solution. It was refluxed for 20 hours and after cooling, the precipitate was removed by vacuum filtration. The filtrate was evaporated to dryness to obtain 2-trifluoromethyl-10-[3-(4-β-hydroxyethoxypiperidino)-propyl]-phenothiazine as an oil which was added to a mixture of ether and dilute hydrochloric acid. The formed precipitate was recovered by vacuum filtration and was crystallized from 95% ethanol to obtain 40.5 g of 2-trifluoromethyl-10-[-3(4-β-hydroxyethoxypiperidino)-propyl]-phenothiazine hydrochloride as white crystals. Then a current of ammonia was led into an ether suspension of this product and the formed precipitate was removed by filtration. The filtrate was evaporated to dryness to obtain 2-trifluoromethyl-10-[3-(4-β-hydroxyethoxypiperidino)-propyl]-phenothiazine as an oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04018922 |
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| 출처 데이터셋 | uspto-grants-1977_04 |
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| ORD ID | ord-44caedd389744c3aa62118cfbc87512f |
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| 출처 메모 | uspto-grants-1977_04 |
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