Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | N-((2-chlorophenyl)methyl)thiophene-3-ethylamine | HCID 6454012 | — |
| Edukt | Chlorobenzylamine | HCID 15681972 | — |
| Edukt | 1,2,3-Triazinane | HCID 16048634 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Ticlopidine Hydrochloride | HCID 65335 | — |
Reaktionsschritte
To 42 ml dimethylformamide in which are dissolved 0.25 mole gaseous hydrochloric acid and heated at 40° C. is added, over 2 minutes, a mixture of 25.15 g (0.1 M) N-(2-chloro-benzyl)-2-(2-thienyl)ethylamine and 15.3 g (0.033 M) s.hexahydrotriazine of o.chlorobenzylamine. The reaction is exothermal and, during the addition, the reaction must be cooled with water to maintain the temperature of the reaction medium below 70° C. After completion of the addition, stirring is continued for a further 30 minutes and the material is then cooled. The desired product is filtered off and washed twice with acetone, to give 17.3 g 5-(2-chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine hydrochloride. Treatment of the filtrates provides another 20 g of the desired product (Overall yield: 90%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04174448 |
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| Quelldatensatz | uspto-grants-1979_11 |
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| ORD ID | ord-77a56165624644cbb1b659ecf2ee774e |
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| Quellennotiz | uspto-grants-1979_11 |
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