Synthesis of 1,3-diazabicyclo[3.1.0]hex-3-en-2-yl-4H-chromen-4-ones as photochromic compounds

Document Type : Original Article


School of Chemistry, Damghan University, 36716-41167 Damghan, Iran


The three component reaction of ammonium acetate with 3-formyl chroman and pre-prepared ketones in absolute ethanol as a solvent, some derivatives of 1,3-diazabicyclo[3.1,.0]hex-3-en-2-one-2-yl-4H-chromen-4-one heterocycless were synthesized for the first time. The ketoaziridines were synthesized from the reaction of chalcones with bromine in chloroform and then the reaction of the resulting ketodiramide compounds with ethanolic solution of ammonia. The structure of new synthesized photochemic compounds was characthrized using infrared, magnetic magnetic resonance, and ultraviolet-visible. The results of the study of UV-Vis spectra of the newly synthesized photochromic compounds at different times after UV irradiation indicate that the photochemic behavior in the solution state. New derivatives exhibited interesting photochemic behavior in the crystalline phase and solution state.


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