Potassium Carbonate → 2,2'-(Disulfanediyldibutane-4,1-diyl)bis(5,6,7,8-tetrahydroisoquinolinium) dimethane sulfonate

HRID 19510

Reaktionsgleichung

Reaktionsgleichung von HRID 19510
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][N:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:17][S:18]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][S:26][S:27][CH2:28][CH2:29][CH2:30][CH2:31]OS(C)(=O)=O)(=[O:20])=[O:19]>C(#N)C>[CH3:17][S:18]([O-:21])(=[O:20])=[O:19].[CH3:17][S:18]([O-:21])(=[O:20])=[O:19].[S:27]([CH2:28][CH2:29][CH2:30][CH2:31][N+:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[CH:1]=1)[S:26][CH2:25][CH2:24][CH2:23][CH2:22][N+:2]1[CH:3]=[CH:4][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[CH:1]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 1190105,6,7,8-TetrahydroisoquinolineHCID 57693859HCID 57693859, Verbindung

Produkt 1

HCID 866303202,2'-(Disulfanediyldibutane-4,1-diyl)bis(5,6,7,8-tetrahydroisoquinolinium) dimethane sulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

2.1 g of 5,6,7,8-tetrahydroisoquinoline and 0.5 g of potassium carbonate were mixed in 2 ml of acetonitrile and brought to 100° C. A solution of 2.7 g of disulfanediyldibutane-4,1-diyl dimethane sulfonate in 2 ml of acetonitrile was added in 5 min. Stirring was maintained for 3 h at 100° C. and then the reaction medium was brought back to ambient temperature and concentrated under vacuum. 10 ml of dichloromethane were added and the solution was filtered and then poured dropwise into 100 ml of ethyl ether. The oil that had separated by settling out was reprocessed by diluting in 10 ml of dichloromethane and adding to 500 ml of ethyl ether. After drying under vacuum, 3.3 g of a brown oil were recovered. The analyses were in compliance with the expected structure.

Aufarbeitung

  1. custombrought to 100° C
  2. customwas brought back to ambient temperature
  3. concentrationconcentrated under vacuum
  4. addition10 ml of dichloromethane were added
  5. filtrationthe solution was filtered
  6. additionpoured dropwise into 100 ml of ethyl ether
  7. customThe oil that had separated
  8. additionby diluting in 10 ml of dichloromethane
  9. additionadding to 500 ml of ethyl ether
  10. dry with materialAfter drying under vacuum, 3.3 g of a brown oil
  11. customwere recovered

Quellen und Nachweise

ORD-Eintrag
ord-95ed7df4dc7f4d25a17debf3c5ad246e
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07744657B2

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