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| | 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride Basic information |
| Product Name: | 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride | | Synonyms: | 4,5,6.7-Tetrahydro-thienol[3,2-c]pyridine HCl;Thieno[3,2-c]pyridine, 4,5,6,7-tetrahydro-, hydrochloride;Clopidogrel Thieno IMpurity;4,5,6,7-Tetrahydrothieno[3,2-c]pyridine hydrochloride, 96%, 96%;TTP 4,5,6,7-Tetrahydrothieno 3,2-c Pyridine;4,5,6,7-tetrahydrothineo [3,2-c]pyridine hydrochloride;4,5,6,7-TETRAHYDROTHIENO[3,2,C] PYRIDINE HCL;4,5,6,7-TETRAHYDROTHIENO[3,2-C]PYRIDINE HYDROCHLORIDE | | CAS: | 28783-41-7 | | MF: | C7H9NS | | MW: | 139.22 | | EINECS: | 249-220-0 | | Product Categories: | Prasugrel Intermediates;Heterocycle-Pyridine series;Heterocyclic Compounds;Bases & Related Reagents;Heterocycles;Nucleotides;Sulfur & Selenium Compounds;Intermediates | | Mol File: | 28783-41-7.mol | ![4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride Structure](/CAS/GIF/28783-41-7.gif) |
| | 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride Chemical Properties |
| Melting point | 212-215°C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO, Methanol, Water | | form | Solid | | color | White to Off-White | | Major Application | pharmaceutical | | InChI | InChI=1S/C7H9NS/c1-3-8-5-6-2-4-9-7(1)6/h2,4,8H,1,3,5H2 | | InChIKey | OGUWOLDNYOTRBO-UHFFFAOYSA-N | | SMILES | C12CNCCC=1SC=C2 | | CAS DataBase Reference | 28783-41-7(CAS DataBase Reference) |
| Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39-37 | | RIDADR | UN2811 | | WGK Germany | WGK 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride Usage And Synthesis |
| Chemical Properties | Off-White Solid | | Uses | An intemediate of Clopidogrel and Prasugrel. | | Synthesis | Example 5: Preparation of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride
In a 2-liter four-necked flask equipped with a thermometer and a mechanical stirrer, 2-thiophene ethylamine (100 g, 0.79 mol) was added. The reaction was dissolved in dichloromethane (600 ml) at 25°C (±5°C) and stirred for 5 to 10 minutes. Subsequently, paraformaldehyde (26.4 g, 0.88 mole) was added to the reaction system and the reaction was subjected to azeotropic reflux at 40 to 45°C for 4 to 6 hours. Upon completion of the reaction, the system was cooled to room temperature and a N,N-dimethylformamide solution (200 ml) of 7% hydrochloric acid was slowly added at 25 °C (±5 °C). The reaction mixture was continued to be stirred at 70°C (±5°C) for 4 to 6 hours. Afterwards, the reaction solution was cooled to 15 °C (±2 °C) and stirred for 8 to 10 hours to promote crystallization. The solid product was collected by filtration and washed with pre-cooled dichloromethane. Finally, the product was dried under vacuum at 30 to 40 °C to afford 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride (120 g, 99% yield). | | References | [1] Patent: WO2012/1486, 2012, A1. Location in patent: Page/Page column 18
[2] Journal of Organic Chemistry, 2015, vol. 80, # 14, p. 7019 - 7032
[3] Patent: EP1772455, 2007, A2. Location in patent: Page/Page column 9
[4] Journal of Organometallic Chemistry, 2009, vol. 694, # 13, p. 2092 - 2095
[5] Patent: US2004/24011, 2004, A1. Location in patent: Page 7 |
| | 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride Preparation Products And Raw materials |
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