6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline → HCID 178418719, Verbindung

HRID 8713

Reaktionsgleichung

Reaktionsgleichung von HRID 8713
Cl[C:2]1[NH:3][S:4](=[O:17])(=[O:16])[C:5]2[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH3:15])=[CH:8][C:6]=2[N:7]=1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][C:29]=1[O:30][CH3:31])[CH2:26][NH:25][CH2:24][CH2:23]2>COC(O)C>[CH3:18][O:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][C:29]=1[O:30][CH3:31])[CH2:26][N:25]([C:2]1[NH:3][S:4](=[O:17])(=[O:16])[C:5]3[CH:11]=[C:10]([O:12][CH3:13])[C:9]([O:14][CH3:15])=[CH:8][C:6]=3[N:7]=1)[CH2:24][CH2:23]2

Komponenten

4

Edukt 2

HCID 156236,7-Dimethoxy-1,2,3,4-TetrahydroisoquinolineHCID 178418955HCID 178418955, Verbindung

Produkt 1

HCID 178418719HCID 178418719, VerbindungAusbeute 50,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 30156371-MethoxyethanolLösungsmittel

Versuchsvorschrift

3-Chloro-6,7-dimethoxy-2H-benzo[1,2,4]thiadiazine-1,1-dioxide 1a (154 mg, 0.55 mmol) and 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 2a (wherein R1 and R4 are hydrogen, and R2 and R3 are methoxy) (138 mg, 0.6 mmol) were dissolved in 20 ml of methoxyethanol and heated at reflux for 72 h. The solvent was removed under reduced pressure. The gummy residue was triturated with isopropanol and the resulting crystals filtered. Recrystallization from dichloromethane afforded 120 mg of 3-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-6,7-dimethoxy-2H-benzo[1,2,4]thiadiazine-1,1-dioxide 101, [M+H]+=434.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 72 h
  3. customThe solvent was removed under reduced pressure
  4. customThe gummy residue was triturated with isopropanol
  5. filtrationthe resulting crystals filtered
  6. customRecrystallization from dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-3ea103740d49442d947174854bfe2809
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091200B2

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