2,4-Dichloro-6-methylquinoline → 4-(4-Chloro-6-methylquinolin-2-yl)-8-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]2[CH2:7][NH:8][CH2:9][CH2:10][S:11][C:5]=2[CH:4]=1.Cl[C:15]1[CH:24]=[C:23]([Cl:25])[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH3:26])[CH:21]=2)[N:16]=1>C(O)CCC>[Cl:25][C:23]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH3:26])[CH:21]=2)[N:16]=[C:15]([N:8]2[CH2:7][C:6]3[CH:12]=[CH:13][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[S:11][CH2:10][CH2:9]2)[CH:24]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
A mixture of 8-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (0.63 g, 3.2 mmol), 2,4-dichloro-6-methylquinoline (0.68 g, 3.2 mmol) and n-butanol (4 mL) was heated with stirring in a 5 mL of microwave process vial for 2.5 hours at 160° C. under microwave irradiation. The solvent was removed by concentration in vacuo. The residue was dissolved in a mixture solvent of ethanol and dichloromethane and then concentrated in vacuo to remove dichloromethane. The formed precipitate was collected by filtration, which was washed with diethyl ether and petroleum ether, dried in vacuo to afford 0.59 g of the product as a pale white solid (yield was 50%). MS obsd. (ESI+) [(M+H)+] 371.
Aufarbeitung
- temperaturewas heated
- customThe solvent was removed by concentration in vacuo
- dissolutionThe residue was dissolved in a mixture solvent of ethanol and dichloromethane
- concentrationconcentrated in vacuo
- customto remove dichloromethane
- filtrationThe formed precipitate was collected by filtration, which
- washwas washed with diethyl ether and petroleum ether
- customdried in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-4e1218206b1b4e1eba2589a356cb2bdd
- Quelldatensatz
- uspto-grants-2014_10
- Patentnummer
- US08871756B2
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