Boron trifluoride etherate → 9H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene dithioacetal

HRID 129453

Reaktionsgleichung

Reaktionsgleichung von HRID 129453
[N:1]1[C:2]2[C:14](=[O:15])[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:3]=2[NH:4][C:5](=O)[CH:6]=1.[CH2:16]([SH:19])[CH2:17][SH:18].B(F)(F)F.CCOCC>C1C=CC=CC=1>[CH2:16]1[S:19][C:5]2([NH:4][C:3]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:14](=[O:15])[C:2]=3[N:1]=[CH:6]2)[S:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 8000Boron trifluoride etherateHCID 109021,2-EthanedithiolHCID 190359769H-Indeno[1,2-b]pyrazine-3,9(4H)-dione

Produkt 1

HCID 867491109H-Indeno[1,2-b]pyrazine-3,9(4H)-dione 9-ethylene dithioacetalAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A suspension of 9H-indeno[1,2-b]pyrazine-3,9(4H)-dione (0.50 g, 2.52 mmol) in benzene (10 ml), 1,2-ethanedithiol (0.63 ml, 7.56 mmol) and boron trifluoride etherate (0.31 ml, 2.52 mmol) was refluxed for 23 hours. The reaction mixture was cooled to room temperature, and the precipitate was filtered off and washed with benzene and water and dried. The crude material (0.64 g) was recrystallized twice from ethanol to give 0.44 g (64%) of the title compound. M.p. 284°-290° C. 1H-NMR (DMSO-d6, δ): 3.75-3.94 (m, 4H), 7.46-7.57 (m, 2H), 7.8 (m, 2H), 7.95 (s, 1H), 12.6 (s, 1H).

Aufarbeitung

  1. temperaturewas refluxed for 23 hours
  2. filtrationthe precipitate was filtered off
  3. washwashed with benzene and water
  4. customdried
  5. customThe crude material (0.64 g) was recrystallized twice from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c086d65008a8409bb356937ba2a25f87
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05468748

Verknüpfte Notizen

Wird geladen…