Sodium Bicarbonate → 5,8,14-Triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene

HRID 1665793

Reaktionsgleichung

Reaktionsgleichung von HRID 1665793
S(C1C=CC(C)=CC=1)(O)(=O)=O.[CH:12]12[CH2:27][CH:23]([CH2:24][NH:25][CH2:26]1)[C:22]1[CH:21]=[C:20]3[C:15]([N:16]=[CH:17][CH:18]=[N:19]3)=[CH:14][C:13]2=1.C(=O)(O)[O-].[Na+]>O>[CH:23]12[CH2:27][CH:12]([CH2:26][NH:25][CH2:24]1)[C:13]1[CH:14]=[C:15]3[C:20]([N:19]=[CH:18][CH:17]=[N:16]3)=[CH:21][C:22]2=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 866377745,8,14-Triazatetracyclo[10.3.1.02, 11.04,9]hexadeca-2(11),3,5,7,9-pentaene tosylate salt

Produkt 1

HCID 1703615,8,14-Triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2,4,6,8,10-pentaene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

A 250 ml 4 neck round bottom flask equipped with mechanical stirrer, Thermo pocket was charged with DM water (15 ml) and 5,8,14-Triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2(11),3,5,7,9-pentaene Tosylate salt (5 g, having a total purity of 99.71%). The above suspension was stirred for 30 min at 25-30° C. To this was added 8% aqueous sodium bicarbonate solution (150 ml) to adjust the pH to 8.0-9.0 at 25-30° C. MDC (30 ml) was added to this solution. The resulting mixture was stirred for 30 minutes at 20-25° C. The organic layer was separated, and the aqueous layer was extracted with MDC (4×30 ml). The combined organic layer was washed with DM water (30 ml). The organic layer was treated with activated Carbon (1.0 g), and stirred for 30 minutes at 25-30° C. The resulting solution was filtered through celite. Concentration afforded a solid product i.e. 5,8,14-Triazatetracyclo[10.3.1.02,11.04,9]hexadeca-2(11),3,5,7,9-pentaene. (Yield—2.5 g (95.06% (relative to VRN-Tosylate)), HPLC purity—99.65%).

Aufarbeitung

  1. customat 25-30° C
  2. additionMDC (30 ml) was added to this solution
  3. stirringThe resulting mixture was stirred for 30 minutes at 20-25° C
  4. customThe organic layer was separated
  5. extractionthe aqueous layer was extracted with MDC (4×30 ml)
  6. washThe combined organic layer was washed with DM water (30 ml)
  7. additionThe organic layer was treated with activated Carbon (1.0 g)
  8. stirringstirred for 30 minutes at 25-30° C
  9. filtrationThe resulting solution was filtered through celite
  10. concentrationConcentration

Quellen und Nachweise

ORD-Eintrag
ord-11fb789880f348f9aa3b89c4b79b2f50
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08039620B2

Verknüpfte Notizen

Wird geladen…