2-Chlorobenzyl chloride → Ticlopidine Hydrochloride

HRID 654569

Reaktionsgleichung

Reaktionsgleichung von HRID 654569
[S:1]1[C:9]2[CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[CH:3]=[CH:2]1.C(=O)(O)[O-].[Na+].[Cl:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18]Cl>C(O)C>[ClH:15].[Cl:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][N:6]1[CH2:7][CH2:8][C:9]2[S:1][CH:2]=[CH:3][C:4]=2[CH2:5]1

Komponenten

5

Edukt 3

HCID 119062-Chlorobenzyl chlorideHCID 516892Sodium BicarbonateHCID 30850764,5,6,7-Tetrahydrothieno(3,2-c)pyridine

Produkt 1

HCID 65335Ticlopidine Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

26.1 g of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine, 80 ml of ethanol and 19 g of sodium bicarbonate are charged into a 250-ml three-necked round bottom flask fitted with a thermometer, a condenser and a mechanical stirrer. 30.2 g of o-chlorobenzyl chloride are then added and the mixture is heated to about 75°-80° C. during 1 hour. The reaction mixture is evaporated down and the residue is taken up with 200 ml of isopropyl ether. The 5-(2-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine obtained is then added to 100 ml of ethanol. After adding 20 ml of concentrated hydrochloric acid to the ethanolic solution, heating to reflux and cooling the mixture, 46.6 g of 5-(2-chlorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride, which crystallises, are obtained.

Aufarbeitung

  1. customfitted with a thermometer, a condenser and a mechanical stirrer
  2. temperaturethe mixture is heated to about 75°-80° C. during 1 hour
  3. customThe reaction mixture is evaporated down

Quellen und Nachweise

ORD-Eintrag
ord-d123dc5eb5e04e5fb8b7094929ab233c
Quelldatensatz
uspto-grants-1992_07
Patentnummer
US05132435

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