HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,5,6,7-Tetrahydrothieno(3,2-c)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-(2-Nitro-vinyl)-thiophene | HCID 95586 | — |
| Reactant | Thiopheneethanamine | HCID 116521 | — |
| Product | 4,5,6,7-Tetrahydrothieno(3,2-c)pyridine | HCID 3085076 | — |
Reaction Steps
U.S. Pat. No. 4,906,756 to Lodewijk et al. proposes the reaction of 2-(2-thienyl)ethylamine, prepared from 2-(2-nitrovinyl)thiophene, with formaldehyde to produce the formimine, cyclizing the formimine with hydrochloric acid to produce 4,5,6,7-tetrahydrothieno[3,2,c]pyridine, and converting this compound to ticlopidine free base by reaction with o-chlorobenzylchloride. The free base is then converted to ticlopidine hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06043368 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-5c8447b7790448049521bdaef751ba98 |
| Source note | uspto-grants-2000_03 |