2,3 Dihydrofuro[3,2 c]coumarin 3 one reacts with aromatic amines in two pathways, depending on the solvent. The reactions in ethanol afford its enamines, while the use of acetic acid favors the formation of enamines of the 2,3 dihydrofuro[3,2 c]coumarin 3 one dimer. Electronic absorption spectroscopy in different solvents revealed that the enamines obtained can undergo tautomeric transformations. The product of a reaction of 2,3 dihydrofuro [3,2 c]coumarin 3 one with 4 bromoaniline exists in the enamine form (X ray diffraction data).