عنوان مقاله :
Simple, Fast and Efficient Synthesis of 6-Amino-5-(3,4-dioxo-3,4-dihydronaphthalen-1-yl)uracils
پديدآورندگان :
Jamaleddini Azar azar_jamaleddini@yahoo.com Persian Gulf University, Bushehr , Mohammadizadeh Mohammad Reza Persian Gulf University, Bushehr
چكيده فارسي :
6-Aminouracil derivatives represent very important classes of functionalized uracils.
Moreover, 6-amino-uracils find wide applicationsas starting materials for the synthesis of a
number of fuseduracils of biological significance, for example, pyrano-, pyrido-,pyrazolo-,
pyrimido-, pyridazino-pyrimidines [1]. Uracil derivatives, which have pyrimidine-like
structure (uracil = pyrimidine-2,4-dione), have also an elegance role in heterocyclic
chemistry. They have aroused much interest owing to their potential applications in medicine
and photobiology. Pyrimidine dyes in some cases prepared from 6-aminouracils have found
industrial applications in hypnotic drugs, in living cells, in detecting cancer and having
pharmacological and biological activities[2].In continues of our interest on chemistry of 6-
aminouracils and as a part of our previous research programs on the preparation of
biologically potentially importance heterocycles [3], herein, we wish to report a simple and
fast procedure for the synthesis of new 6-amino-5-(3,4-dioxo-3,4-dihydronaphthalen-1-
yl)uracil derivatives 3via reaction of 1,2-Naphthoquinone 1 with 6-aminouracils 2 in DMSO
at 70 oC (Figure 1). The reactions were completed within 2-3 hours, affording the
corresponding products 3 in good to excellent yields. The structure of these new compounds
were undoubtedly characterized by IR, Mass, 1H and 13CNMR Spectra.