2,2-Dimethyl-3,4-epoxy-6-cyanochroman → trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 3,4-epoxy-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.51 g), 2-cyanoiminothiazolidine (0.64 g), and triethylamine (4.1 ml) was heated at 100° C. for 5 hours. Triethylamine was removed under reduced pressure. To the residue was added a mixture of ethyl acetate (15 ml) and water (15 ml), and the mixture was stirred for 30 minutes. The precipitate was collected by filtration and washed with ethyl acetate to give trans-4-(2-cyanoiminothiazolidin-3-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (0.60 g).

Provenance & Evidence