Water → Spiro[imidazolidin-4,4'-pyrano[3,2-h]quinolin]-2,5-dione

Participants

Reaction Steps

A solution of 0.500 g (2.51 mmol) of potassium cyanide and 0.280 g (4.27 mmol) of ammonium carbonate in 1.5 ml water was added to a solution of 130 mg (0.65 mmol) of pyrano[3,2-h]quinolin-4-one in 1.5 ml of ethanol at 60° C. The reaction mixture was held at this temperature for 72 hours then added to 20 ml of water and boiled for 20 minutes. The basic mixture was extracted with 3×50 ml chloroform and the mixture was acidified with 1 N hydrochloric acid. The solid obtained after filtration and drying in vacuo (96 mg) was twice recrystallized from ethanol yielding spiro[imidazolidin-4,4'-pyrano[3,2-h]quinolin]-2,5-dione, (36.0 mg), m.p. 305° C. (dec).

Provenance & Evidence