Maleimide → Carbazole

Participants

Reaction Steps

1.3 g (5.9 mmole) (E)-1-(2-indolyl)-2-phenylethylene and 0.7 g (7.2 mmole) maleic acid imide are heated under reflux for 16 hours in 25 ml toluene. After the addition of 0.1 g (1 mmole) maleic acid imide, it is refluxed for a further 8 hours After cooling, the crystals formed are filtered off and chromatographed on silica gel with toluene/ethyl acetate 4:1. The fraction with the Rf of 0.1 is isolated and recrystallized from toluene. One obtains 1,2,3,3a,4,5,6,10c-octahydro-1,3-dioxo-4-phenylpyrrolo3,4-c]carbazole in the form of colorless crystals of the mp 212°-215° C.

Provenance & Evidence