참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Chloromethyl methyl sulfide | HCID 16916 | — |
| 반응물 | N-((2-chlorophenyl)methyl)thiophene-3-ethylamine | HCID 6454012 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | Ticlopidine Hydrochloride | HCID 65335 | 142.2% |
반응 단계
To 52 g (0.2 M) N-(2-chloro-benzyl)-2-(2-thienyl)ethylamine dissolved in 60 ml dimethylsulfoxide and heated at 60° C. are added, over 30 minutes, 51 g (0.3 M) crude chloromethylmethylthioether prepared in step (a) above. The temperature of the reaction medium increases gradually and it is maintained at 80°-85° C, throughout the addition step, by cooling with water. When addition of chloromethyl methylthioether is completed, the medium is cooled to 6° C. The desired product precipitates out readily. After filtration and washing with 2×70 ml acetone, there are obtained 44.1 g 5-(2-chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine hydrochloride (Yield: 73.5%). Treatment of the filtrates provides another 10 g of the desired product (Yield: 90% M.p.=190° C.). The resulting crude product contains 1-2% impurities and may be made analytically pure by recrystallization from ethanol.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04174448 |
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| 출처 데이터셋 | uspto-grants-1979_11 |
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| ORD ID | ord-a0fba2b7811b4cdc877702b33bdded2f |
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| 출처 메모 | uspto-grants-1979_11 |
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