Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | N-((2-chlorophenyl)methyl)thiophene-3-ethylamine | HCID 6454012 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ticlopidine Hydrochloride | HCID 65335 | 148.9% |
Reaction Steps
To a solution of 50.8 g (0.2 M) N-(2-chloro-benzyl)-2-(2-thienyl)-ethylamine in 70 ml dimethylformamide heated at 60° C. is added, over 7 minutes, 22.7 g (0.24 M) chloromethylmethylether. The temperature of the reaction medium is maintained at 60° C. throughout the addition step by cooling with water. Thirty minutes after completion of the chloromethylmethylether addition, the medium is cooled to 20° C. The desired product, which has precipitated out, is filtered and washed with 2×70 ml acetone, to give 45.1 g 5-(2-chloro-benzyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine hydrochloride (Yield: 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04174448 |
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| Source dataset | uspto-grants-1979_11 |
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| ORD ID | ord-442f27ab40f048bfa75d2aa2a0eb5f7d |
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| Source note | uspto-grants-1979_11 |
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