Réaction #216635

Équation de réaction

9H-indeno[1,2-b]pyrazine-3,9(4H)-dione

1,2-ethanedithiol

boron trifluoride etherate

→

title compound

Rendement 64.0%

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

Rendement 64.0%

Solvants

benzene

Conditions de réaction

Traitement

1. 1
   Températurewas refluxed for 23 hours
2. 2
   Filtrationthe precipitate was filtered off
3. 3
   Lavagewashed with benzene and water
4. 4
   Autredried
5. 5
   AutreThe crude material (0.64 g) was recrystallized twice from ethanol

Mode opératoire

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).

Source